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Francis Albert Sinatra (; December 12, 1915 – May 14, 1998) was an American singer and actor. Nicknamed the "
Chairman of the Board The chairperson, also chairman, chairwoman or chair, is the presiding officer of an organized group such as a board, committee, or deliberative assembly. The person holding the office, who is typically elected or appointed by members of the grou ...
" and later called "Ol' Blue Eyes", Sinatra was one of the most popular entertainers of the 1940s, 1950s, and 1960s. He is among the world's best-selling music artists with an estimated 150 million record sales. Born to Italian immigrants in Hoboken, New Jersey, Sinatra was greatly influenced by the intimate, easy-listening vocal style of
Bing Crosby Harry Lillis "Bing" Crosby Jr. (May 3, 1903 – October 14, 1977) was an American singer, musician and actor. The first multimedia star, he was one of the most popular and influential musical artists of the 20th century worldwide. He was a ...
and began his musical career in the
swing era The swing era (also frequently referred to as the big band era) was the period (1933–1947) when big band swing music was the most popular music in the United States. Though this was its most popular period, the music had actually been aroun ...
with bandleaders Harry James and Tommy Dorsey. He found success as a solo artist after signing with
Columbia Records Columbia Records is an American record label owned by Sony Music, Sony Music Entertainment, a subsidiary of Sony Corporation of America, the North American division of Japanese Conglomerate (company), conglomerate Sony. It was founded on Janua ...
in 1943, becoming the idol of the " bobby soxers". Sinatra released his debut album, '' The Voice of Frank Sinatra'', in 1946. When his film career stalled in the early 1950s, Sinatra turned to Las Vegas, where he became one of its best-known residency performers and part of the famous
Rat Pack The Rat Pack was an informal group of entertainers, the second iteration of which ultimately made films and appeared together in Las Vegas casino venues. They originated in the late 1940s and early 1950s as a group of A-list show business frie ...
. His acting career was revived by the 1953 film '' From Here to Eternity'', which earned Sinatra an Academy Award and a
Golden Globe Award The Golden Globe Awards are accolades bestowed by the Hollywood Foreign Press Association beginning in January 1944, recognizing excellence in both American and international film and television. Beginning in 2022, there are 105 members of t ...
for Best Supporting Actor. Sinatra then signed with
Capitol Records Capitol Records, LLC (known legally as Capitol Records, Inc. until 2007) is an American record label distributed by Universal Music Group through its Capitol Music Group imprint. It was founded as the first West Coast-based record label of note ...
and released several critically lauded albums, some of which were later considered as among the first "
concept album A concept album is an album whose tracks hold a larger purpose or meaning collectively than they do individually. This is typically achieved through a single central narrative or theme, which can be instrumental, compositional, or lyrical. Som ...
s", including '' In the Wee Small Hours'' (1955), '' Songs for Swingin' Lovers!'' (1956), '' Come Fly with Me'' (1958), '' Only the Lonely'' (1958), ''
No One Cares ''No One Cares'' is a 1959 album by Frank Sinatra. It is generally seen as a "sequel" to Sinatra's 1957 album ''Where Are You? (Frank Sinatra album), Where Are You?'' (also arranged by Gordon Jenkins), and was similar in theme and concept to ''Fr ...
'' (1959), and '' Nice 'n' Easy'' (1960). Sinatra left Capitol in 1960 to start his own record label,
Reprise Records Reprise Records is an American record label founded in 1960 by Frank Sinatra. It is owned by Warner Music Group, and operates through Warner Records, one of its flagship labels. Artists currently signed to Reprise Records include Enya, Michael ...
and released a string of successful albums. In 1965, he recorded the retrospective album ''
September of My Years ''September of My Years'' is a 1965 studio album by American singer Frank Sinatra, released on Reprise Records in August 1965 on LP and October 1986 on CD. The orchestral arrangements are by Gordon Jenkins, their fifth album collaboration. ...
'' and starred in the
Emmy The Emmy Awards, or Emmys, are an extensive range of awards for artistic and technical merit for the American and international television industry. A number of annual Emmy Award ceremonies are held throughout the calendar year, each with the ...
-winning television special '' Frank Sinatra: A Man and His Music''. After releasing '' Sinatra at the Sands'', recorded at the Sands Hotel and Casino in Vegas with frequent collaborator Count Basie in early 1966, the following year he recorded one of his most famous collaborations with Tom Jobim, the album ''
Francis Albert Sinatra & Antonio Carlos Jobim Francis may refer to: People *Pope Francis, the head of the Catholic Church and sovereign of the Vatican City State and Bishop of Rome *Francis (given name), including a list of people and fictional characters *Francis (surname) Places * Rural M ...
''. It was followed by 1968's '' Francis A. & Edward K.'' with
Duke Ellington Edward Kennedy "Duke" Ellington (April 29, 1899 – May 24, 1974) was an American jazz pianist, composer, and leader of his eponymous jazz orchestra from 1923 through the rest of his life. Born and raised in Washington, D.C., Ellington was based ...
. Sinatra retired for the first time in 1971, but came out of retirement two years later. He recorded several albums and resumed performing at
Caesars Palace Caesars Palace is a luxury hotel and casino in Paradise, Nevada, United States. The hotel is situated on the west side of the Las Vegas Strip between Bellagio and The Mirage. It is one of Las Vegas's largest and best known landmarks. Caesars P ...
, and released "
New York, New York New York, often called New York City or NYC, is the most populous city in the United States. With a 2020 population of 8,804,190 distributed over , New York City is also the most densely populated major city in the Uni ...
" in 1980. Using his Las Vegas shows as a home base, he toured within the United States and internationally until shortly before his death in 1998. Sinatra forged a highly successful career as a film actor. After winning an Academy Award for best supporting actor in ''From Here to Eternity'', he starred in '' The Man with the Golden Arm'' (1955) and '' The Manchurian Candidate'' (1962). Sinatra also appeared in musicals such as '' On the Town'' (1949), '' Guys and Dolls'' (1955), '' High Society'' (1956), and '' Pal Joey'' (1957), which won him another Golden Globe. Toward the end of his career, he frequently played detectives, including the title character in '' Tony Rome'' (1967). Sinatra received the Golden Globe Cecil B. DeMille Award in 1971. On television, '' The Frank Sinatra Show'' began on CBS in 1950, and he continued to make appearances on television throughout the 1950s and 1960s. While Sinatra never learned how to read music, he worked very hard from a young age to improve his abilities in all aspects of music. A perfectionist, renowned for his style and presence, Sinatra always insisted on recording live with his band. He led a colorful personal life and was involved in turbulent relationships, including his second marriage to Ava Gardner. He later married Mia Farrow in 1966 and Barbara Marx in 1976. Sinatra had several violent confrontations, often with journalists he felt had crossed him or work bosses with whom he had disagreements. He was deeply involved with politics starting in the mid-1940s and actively campaigned for presidents Franklin D. Roosevelt, Harry S. Truman, John F. Kennedy and
Ronald Reagan Ronald Wilson Reagan ( ; February 6, 1911June 5, 2004) was an American politician, actor, and union leader who served as the 40th president of the United States from 1981 to 1989. He also served as the 33rd governor of California from 1967 ...
. Sinatra was investigated by the FBI for his alleged relationship with the mafia. Sinatra was honored at the
Kennedy Center Honors The Kennedy Center Honors are annual honors given to those in the performing arts for their lifetime of contributions to American culture. They have been presented annually since 1978, culminating each December in a gala celebrating five hono ...
in 1983, was awarded the Presidential Medal of Freedom by Ronald Reagan in 1985, and the Congressional Gold Medal in 1997. He received eleven
Grammy Awards The Grammy Awards (stylized as GRAMMY), or simply known as the Grammys, are awards presented by the Recording Academy of the United States to recognize "outstanding" achievements in the music industry. They are regarded by many as the most pres ...
, including the Grammy Trustees Award, Grammy Legend Award and the
Grammy Lifetime Achievement Award The Grammy Lifetime Achievement Award is a special Grammy Award that is awarded by The Recording Academy to "performers who, during their lifetimes, have made creative contributions of outstanding artistic significance to the field of recording." ...
. Sinatra was included in '' Time'' magazine's compilation of the 20th century's 100 most influential people. American music critic
Robert Christgau Robert Thomas Christgau ( ; born April 18, 1942) is an American music journalist and essayist. Among the most well-known and influential music critics, he began his career in the late 1960s as one of the earliest professional rock critics and ...
called him "the greatest singer of the 20th century" and he continues to be regarded as an iconic figure.


Early life

Francis Albert Sinatra was born on December 12, 1915, in an upstairs tenement at 415 Monroe Street in Hoboken, New Jersey, the only child of Italian immigrants Natalina "Dolly" Garaventa and Antonino Martino "Marty" Sinatra, who
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under the name Marty O'Brien. Sinatra weighed at birth and had to be delivered with the aid of forceps, which caused severe scarring to his left cheek, neck, and ear, and perforated his eardrum—remaining damaged for the rest of his life. When he was in an unconscious state, his grandmother resuscitated him by running her grandson under cold water until he gasped his first breath. Due to his injuries at birth, his baptism at St. Francis Church in Hoboken was delayed until April 2, 1916. A childhood operation on his mastoid bone left major scarring on his neck, and during adolescence he suffered from cystic acne that further scarred his face and neck. Sinatra was raised in the Catholic Church. Sinatra's mother was energetic and driven, and biographers believe that she was the dominant factor in the development of her son's personality traits and self-confidence. Sinatra's fourth wife
Barbara Barbara may refer to: People * Barbara (given name) * Barbara (painter) (1915–2002), pseudonym of Olga Biglieri, Italian futurist painter * Barbara (singer) (1930–1997), French singer * Barbara Popović (born 2000), also known mononymously as ...
would later claim that Dolly was abusive to him when he was a child, and "knocked him around a lot". Dolly became influential in Hoboken and in local
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circles. She worked as a midwife, earning $50 for each delivery, and according to Sinatra biographer
Kitty Kelley Katherine Kelley (born April 4, 1942) is an American journalist and author of best-selling unauthorized biographies of Jacqueline Kennedy Onassis, Elizabeth Taylor, Frank Sinatra, Nancy Reagan, the British Royal Family, the Bush family, and ...
, also ran an illegal abortion service that catered to Italian Catholic girls, for which she was nicknamed "Hatpin Dolly". She also had a gift for languages and served as a local interpreter. Sinatra's illiterate father was a bantamweight boxer who later worked for 24 years at the Hoboken Fire Department, working his way up to captain. Sinatra spent much time at his parents' tavern in Hoboken, working on his homework and occasionally singing a song on top of the player piano for spare change. During the
Great Depression The Great Depression (19291939) was an economic shock that impacted most countries across the world. It was a period of economic depression that became evident after a major fall in stock prices in the United States. The economic contagio ...
, Dolly provided money to her son for outings with friends and to buy expensive clothes, resulting in neighbors describing him as the "best-dressed kid in the neighborhood". Excessively thin and small as a child and young man, Sinatra's skinny frame later became a staple of jokes during stage shows.''Sinatra at the Sands'' (1966),
Reprise Records Reprise Records is an American record label founded in 1960 by Frank Sinatra. It is owned by Warner Music Group, and operates through Warner Records, one of its flagship labels. Artists currently signed to Reprise Records include Enya, Michael ...
At a young age, Sinatra developed an interest in music, particularly big band jazz and listened to Gene Austin, Rudy Vallée,
Russ Colombo Ruggiero Eugenio di Rodolfo Colombo (January 14, 1908 – September 2, 1934), known as Russ Columbo, was an American baritone, songwriter, violinist and actor. He is famous for romantic ballads such as his signature tune "You Call It Madnes ...
, and Bob Eberly while idolizing
Bing Crosby Harry Lillis "Bing" Crosby Jr. (May 3, 1903 – October 14, 1977) was an American singer, musician and actor. The first multimedia star, he was one of the most popular and influential musical artists of the 20th century worldwide. He was a ...
. For his 15th birthday, his maternal uncle, Domenico, gave him a ukulele, and with the instrument, he performed at family gatherings. Sinatra attended David E. Rue Jr. High School from 1928, and A. J. Demarest High School (since renamed as Hoboken High School) in 1931, where he arranged bands for school dances, but left without graduating after having attended only 47 days before being expelled for "general rowdiness". To please his mother, he enrolled at Drake Business School, but departed after 11 months. Dolly found her son work as a delivery boy at the ''Jersey Observer'' newspaper, where his godfather Frank Garrick worked, and after that, worked as a riveter at the Tietjen and Lang shipyard. He began performing in local Hoboken social clubs such as The Cat's Meow and The Comedy Club, and sang for free on radio stations such as
WAAT Waat is a village in the northeastern part of South Sudan. It is located in Nyirol County, Jonglei State. It is connected by road to Faddoi Faddoi is a village in South Sudan. It is located in Akobo County, Eastern Bieh, in the northeastern pa ...
in Jersey City. In New York, Sinatra found jobs singing for his supper or for cigarettes. To improve his speech, he began taking
elocution Elocution is the study of formal speaking in pronunciation, grammar, style, and tone as well as the idea and practice of effective speech and its forms. It stems from the idea that while communication is symbolic, sounds are final and compelli ...
lessons for a dollar each from vocal coach John Quinlan, who was one of the first people to notice his impressive vocal range.


Music career


Hoboken Four, Harry James, and Tommy Dorsey (1935–1939)

Sinatra began singing professionally as a teenager, but even though he never learned to read music, he learned music by ear. He got his first break in 1935 when his mother persuaded a local singing group called the 3 Flashes to let him join.
Baritone A baritone is a type of classical male singing voice whose vocal range lies between the bass and the tenor voice-types. The term originates from the Greek (), meaning "heavy sounding". Composers typically write music for this voice in the r ...
Fred Tamburro stated that "Frank hung around us like we were gods or something", admitting that they only took him on board because he owned a car and could chauffeur the group around. Sinatra soon learned they were auditioning for the '' Major Bowes Amateur Hour'' show, and "begged" the group to let him in on the act. With Sinatra, the group became known as the Hoboken Four, and passed an audition from Edward Bowes to appear on the ''Major Bowes Amateur Hour'' show. They each earned $12.50 for the appearance, and ended up attracting 40,000 votes before winning first prize — a six-month contract to perform on stage and radio across the U.S. Sinatra quickly became the group's lead singer, and, much to the jealousy of his fellow group members, garnered most of the attention from girls. Due to the success of the group, Bowes kept asking for them to return, disguised under different names, varying from "The Secaucus Cockamamies" to "The Bayonne Bacalas". In 1938, Sinatra found employment as a singing waiter at a roadhouse called "The Rustic Cabin" in Englewood Cliffs, New Jersey, for which he was paid $15 a week. The roadhouse was connected to the WNEW radio station in New York City, and he began performing with a group live during the ''Dance Parade'' show. Despite the low salary, Sinatra felt that this was the break he was looking for, and boasted to friends that he was going to "become so big that no one could ever touch him". In March 1939, saxophone player Frank Mane, who knew Sinatra from Jersey City radio station WAAT where both performed on live broadcasts, arranged for him to audition and record " Our Love", his first solo studio recording. In June, bandleader Harry James, who had heard Sinatra sing on "Dance Parade", signed a two-year contract of $75 a week one evening after a show at the
Paramount Theatre Paramount Theater or Paramount Theatre may refer to: Canada * Scotiabank Theatre or Paramount Theatre, a chain of theatres owned by Cineplex Entertainment ** Scotiabank Theatre Toronto or Paramount Theatre Toronto China * Paramount (Shanghai) o ...
in New York. It was with the James band that Sinatra released his first commercial record "From the Bottom of My Heart" in July. No more than 8,000 copies of the record were sold, and further records released with James through 1939, such as "All or Nothing at All", also had weak sales on their initial release. Thanks to his vocal training, Sinatra could now sing two tones higher, and developed a repertoire which included songs such as " My Buddy", " Willow Weep for Me", "
It's Funny to Everyone but Me "It's Funny to Everyone but Me" is a song with words and music written by Jack Lawrence in 1939. It was recorded by The Ink Spots on May 17, 1939. It was also recorded by Frank Sinatra with Harry James & his Orchestra on August 17, 1939. It was ...
", "Here Comes the Night", " On a Little Street in Singapore", " Ciribiribin", and "Every Day of My Life". Sinatra became increasingly frustrated with the status of the Harry James band, feeling that he was not achieving the major success and acclaim he was looking for. His pianist and close friend Hank Sanicola persuaded him to stay with the group, but in November 1939 he left James to replace Jack Leonard as the lead singer of the Tommy Dorsey band. Sinatra earned $125 a week, appearing at the Palmer House in Chicago, and James released Sinatra from his contract. On January 26, 1940, he made his first public appearance with the band at the
Coronado Theatre The Coronado Performing Arts Center (originally the Coronado Theatre), in Rockford, Illinois, is a 2,400-seat theatre, designed by architect Frederic J. Klein. The theatre cost $1.5 million to build, and opened on October 9, 1927. Interior The t ...
in
Rockford, Illinois Rockford is a city in Winnebago County, Illinois, located in the far northern part of the state. Situated on the banks of the Rock River, Rockford is the county seat of Winnebago County (a small portion of the city is located in Ogle County). ...
, opening the show with "
Stardust Stardust may refer to: * A type of cosmic dust, composed of particles in space Entertainment Songs * “Stardust” (1927 song), by Hoagy Carmichael * “Stardust” (David Essex song), 1974 * “Stardust” (Lena Meyer-Landrut song), 2012 * ...
". Dorsey recalled: "You could almost feel the excitement coming up out of the crowds when the kid stood up to sing. Remember, he was no matinée idol. He was just a skinny kid with big ears. I used to stand there so amazed I'd almost forget to take my own solos". Dorsey was a major influence on Sinatra and became a father figure. Sinatra copied Dorsey's mannerisms and traits, becoming a demanding perfectionist like him, even adopting his hobby of toy trains. He asked Dorsey to be godfather to his daughter Nancy in June 1940. Sinatra later said that "The only two people I've ever been afraid of are my mother and Tommy Dorsey". Though Kelley says that Sinatra and drummer Buddy Rich were bitter rivals, other authors state that they were friends and even roommates when the band was on the road, but professional jealousy surfaced as both men wanted to be considered the star of Dorsey's band. Later, Sinatra helped Rich form his own band with a $25,000 loan and provided financial help to Rich during times of the drummer's serious illness. In his first year with Dorsey, Sinatra recorded over forty songs. Sinatra's first vocal hit was the song " Polka Dots and Moonbeams" in late April 1940. Two more chart appearances followed with " Say It" and "
Imagination Imagination is the production or simulation of novel objects, sensations, and ideas in the mind without any immediate input of the senses. Stefan Szczelkun characterises it as the forming of experiences in one's mind, which can be re-creations ...
", which was Sinatra's first top-10 hit. His fourth chart appearance was " I'll Never Smile Again", topping the charts for twelve weeks beginning in mid-July. Other records with Tommy Dorsey issued by
RCA Victor RCA Records is an American record label currently owned by Sony Music Entertainment, a subsidiary of Sony Corporation of America. It is one of Sony Music's four flagship labels, alongside RCA's former long-time rival Columbia Records; also Aris ...
include "
Our Love Affair "Our Love Affair" is a song recorded by Frank Sinatra with the Tommy Dorsey Band in 1940. which reached No. 5 in the Billboard charts. Its music is by Roger Edens and lyrics are by Arthur Freed. It was written for the M-G-M musical '' Strike Up the ...
" and "Stardust" in 1940; " Oh! Look at Me Now", " Dolores", " Everything Happens to Me", and " This Love of Mine" in 1941; " Just as Though You Were There", " Take Me", and "
There Are Such Things "There Are Such Things" is a popular song by Stanley Adams, Abel Baer, and George W. Meyer, published in 1942. The first and most popular version of the song was performed by Tommy Dorsey's orchestra with vocals by Frank Sinatra and The Pied P ...
" in 1942; and "
It Started All Over Again "It Started All Over Again" is a song written by Gerry Goffin and Jack Keller and performed by Brenda Lee Brenda Mae Tarpley (born December 11, 1944), known professionally as Brenda Lee, is an American singer. Performing rockabilly, pop an ...
", " In the Blue of Evening", and "
It's Always You "It's Always You" is a song written by Jimmy Van Heusen (music) and Johnny Burke (lyrics) for the 1941 film '' Road to Zanzibar''. In the film it was sung by Bing Crosby to Dorothy Lamour as they paddled a canoe up a jungle river. It was also u ...
" in 1943. As his success and popularity grew, Sinatra pushed Dorsey to allow him to record some solo songs. Dorsey eventually relented, and on January 19, 1942, Sinatra recorded " Night and Day", " The Night We Called It a Day", " The Song is You", and " Lamplighter's Serenade" at a Bluebird recording session, with Axel Stordahl as arranger and conductor. Sinatra first heard the recordings at the Hollywood Palladium and Hollywood Plaza and was astounded at how good he sounded. Stordahl recalled: "He just couldn't believe his ears. He was so excited, you almost believed he had never recorded before. I think this was a turning point in his career. I think he began to see what he might do on his own". After the 1942 recordings, Sinatra believed he needed to go solo, with an insatiable desire to compete with
Bing Crosby Harry Lillis "Bing" Crosby Jr. (May 3, 1903 – October 14, 1977) was an American singer, musician and actor. The first multimedia star, he was one of the most popular and influential musical artists of the 20th century worldwide. He was a ...
, but he was hampered by his contract which gave Dorsey 43% of Sinatra's lifetime earnings in the entertainment industry. A legal battle ensued, eventually settled in August 1942. On September 3, 1942, Dorsey bade farewell to Sinatra, reportedly saying as Sinatra left, "I hope you fall on your ass", but he was more gracious on the air when replacing Sinatra with singer Dick Haymes. Rumors began spreading in newspapers that Sinatra's mobster godfather, Willie Moretti, coerced Dorsey to let Sinatra out of his contract for a few thousand dollars, holding a gun to his head. Upon leaving Dorsey, Sinatra persuaded Stordahl to come with him and become his personal arranger, offering him $650 a month, five times his salary from Dorsey. Dorsey and Sinatra, who had been very close, never reconciled their differences. Up until his death in November 1956, Dorsey occasionally made biting comments about Sinatra to the press such as "he's the most fascinating man in the world, but don't put your hand in the cage".


Onset of Sinatramania and role in World War II (1942–1945)

By May 1941, Sinatra topped the male singer polls in ''
Billboard A billboard (also called a hoarding in the UK and many other parts of the world) is a large outdoor advertising structure (a billing board), typically found in high-traffic areas such as alongside busy roads. Billboards present large advertise ...
'' and ''
DownBeat ' (styled in all caps) is an American music magazine devoted to "jazz, blues and beyond", the last word indicating its expansion beyond the jazz realm which it covered exclusively in previous years. The publication was established in 1934 in Chi ...
'' magazines. His appeal to bobby soxers, as teenage girls of that time were called, revealed a whole new audience for popular music, which had been recorded mainly for adults up to that time. The phenomenon became officially known as "Sinatramania" after his "legendary opening" at the Paramount Theatre in New York on December 30, 1942. According to Nancy Sinatra, Jack Benny later said, "I thought the goddamned building was going to cave in. I never heard such a commotion... All this for a fellow I never heard of." Sinatra performed for four weeks at the theatre, his act following the
Benny Goodman Benjamin David Goodman (May 30, 1909 – June 13, 1986) was an American clarinetist and bandleader known as the "King of Swing". From 1936 until the mid-1940s, Goodman led one of the most popular swing big bands in the United States. His co ...
orchestra, after which his contract was renewed for another four weeks by Bob Weitman due to his popularity. He became known as "Swoonatra" or "The Voice", and his fans "Sinatratics". They organized meetings and sent masses of letters of adoration, and within a few weeks of the show, some 1000 Sinatra fan clubs had been reported across the US. Sinatra's publicist, George Evans, encouraged interviews and photographs with fans, and was the man responsible for depicting Sinatra as a vulnerable, shy, Italian–American with a rough childhood who made good. When Sinatra returned to the Paramount in October 1944 only 250 persons left the first show, and 35,000 fans left outside caused a near riot, known as the Columbus Day Riot, outside the venue because they were not allowed in. Such was the bobby-soxer devotion to Sinatra that they were known to write Sinatra's song titles on their clothing, bribe hotel maids for an opportunity to touch his bed, and accost his person in the form of stealing clothing he was wearing, most commonly his bow-tie. Sinatra signed with
Columbia Records Columbia Records is an American record label owned by Sony Music, Sony Music Entertainment, a subsidiary of Sony Corporation of America, the North American division of Japanese Conglomerate (company), conglomerate Sony. It was founded on Janua ...
as a solo artist on June 1, 1943, during the
1942–44 musicians' strike Year 194 ( CXCIV) was a common year starting on Tuesday (link will display the full calendar) of the Julian calendar. At the time, it was known as the Year of the Consulship of Septimius and Septimius (or, less frequently, year 947 ''Ab urbe co ...
. Columbia Records re-released Harry James and Sinatra's August 1939 version of "All or Nothing at All", which reached number 2 on June 2, and was on the best-selling list for 18 weeks. He initially had great success, and performed on the radio on '' Your Hit Parade'' from February 1943 until December 1944, and on stage. Columbia wanted new recordings of their growing star as quickly as possible, so
Alec Wilder Alexander Lafayette Chew Wilder (February 16, 1907 – December 24, 1980) was an American composer. Biography Wilder was born in Rochester, New York, United States, to a prominent family; the Wilder Building downtown (at the "Four Corners") ...
was hired as an arranger and
conductor Conductor or conduction may refer to: Music * Conductor (music), a person who leads a musical ensemble, such as an orchestra. * ''Conductor'' (album), an album by indie rock band The Comas * Conduction, a type of structured free improvisation ...
for several sessions with a vocal group called the Bobby Tucker Singers. These first sessions were on June 7, June 22, August 5, and November 10, 1943. Of the nine songs recorded during these sessions, seven charted on the best-selling list. That year he also made his first solo nightclub appearance at New York's Riobamba, and a successful concert in the Wedgewood Room of the prestigious
Waldorf-Astoria New York The Waldorf Astoria New York is a luxury hotel and condominium residence in Midtown Manhattan in New York City. The structure, at 301 Park Avenue between 49th and 50th Streets, is a 47-story Art Deco landmark designed by architects Schultz ...
that year secured his popularity in New York high society. Sinatra released " You'll Never Know", " Close to You", "
Sunday, Monday, or Always "Sunday, Monday or Always" is a 1943 popular song with music by Jimmy Van Heusen and lyrics by Johnny Burke. The biggest hit version, recorded by Bing Crosby with the Ken Darby Singers on July 2, 1943, and appearing in his film ''Dixie'', was ...
" and " People Will Say We're in Love" as singles. By the end of 1943 he was more popular in a ''DownBeat'' poll than Bing Crosby,
Perry Como Pierino Ronald "Perry" Como (; May 18, 1912 – May 12, 2001) was an Italian-American singer, actor and television personality. During a career spanning more than half a century, he recorded exclusively for RCA Victor for 44 years, after signing ...
, Bob Eberly, and Dick Haymes. Sinatra did not serve in the military during World War II. On December 11, 1943, he was officially classified 4-F ("Registrant not acceptable for military service") by his draft board because of a perforated eardrum. However, U.S. Army files reported that Sinatra was "not acceptable material from a psychiatric viewpoint", but his emotional instability was hidden to avoid "undue unpleasantness for both the selectee and the induction service". Briefly, there were rumors reported by columnist Walter Winchell that Sinatra paid $40,000 to avoid the service, but the FBI found this to be without merit. Toward the end of the war, Sinatra entertained the troops during several successful overseas USO tours with comedian Phil Silvers. During one trip to Rome he met the Pope, who asked him if he was an operatic tenor. Sinatra worked frequently with the popular
Andrews Sisters The Andrews Sisters were an American close harmony singing group of the swing and boogie-woogie eras. The group consisted of three sisters: contralto LaVerne Sophia Andrews (July 6, 1911 – May 8, 1967), soprano Maxene Anglyn Andrews (January ...
in radio in the 1940s, and many USO shows were broadcast to troops via the Armed Forces Radio Service (AFRS). In 1944 Sinatra released " I Couldn't Sleep a Wink Last Night" as a single and recorded his own version of Crosby's "
White Christmas White Christmas most commonly refers to: * White Christmas (weather), snowfall or snow-covered ground on Christmas Day * "White Christmas" (song), a 1942 song written by Irving Berlin White Christmas may also refer to: Film, television, and the ...
", and the following year he released "
I Dream of You (More Than You Dream I Do) "I Dream of You (More Than You Dream I Do)" is a popular song. It was written by Marjorie Goetschius and Edna Osser and published in 1944. Charted versions were recorded by Tommy Dorsey and his orchestra, by Andy Russell, by Frank Sinatra, an ...
", " Saturday Night (Is the Loneliest Night of the Week)", " Dream", and "
Nancy (with the Laughing Face) "Nancy (with the Laughing Face)" is a song composed in 1942 by Jimmy Van Heusen, with lyrics by Phil Silvers, called, originally, "Bessie (With The Laughing Face)". It was originally recorded by Frank Sinatra in 1944. Many, perhaps most, people— ...
" as singles.


Columbia years and career slump (1946–1952)

Despite being heavily involved in political activity in 1945 and 1946, in those two years Sinatra sang on 160 radio shows, recorded 36 times, and shot four films. By 1946 he was performing on stage up to 45 times a week, singing up to 100 songs daily, and earning up to $93,000 a week. In 1946 Sinatra released " Oh! What it Seemed to Be", " Day by Day", " They Say It's Wonderful", " Five Minutes More", and " The Coffee Song" as singles, and launched his first album, '' The Voice of Frank Sinatra'', which reached No. 1 on the Billboard chart. William Ruhlmann of AllMusic wrote that Sinatra "took the material very seriously, singing the love lyrics with utter seriousness", and that his "singing and the classically influenced settings gave the songs unusual depth of meaning". He was soon selling 10million records a year. Such was Sinatra's command at Columbia that his love of conducting was indulged with the release of the set ''
Frank Sinatra Conducts the Music of Alec Wilder ''Frank Sinatra Conducts the Music of Alec Wilder'' is an album of compositions by Alec Wilder, conducted by Frank Sinatra, released in 1946. Track listing The original COLUMBIA (78, M-637) 1946 album contained tracks 1–6. Tracks 7–13 ar ...
'', an offering unlikely to appeal to Sinatra's core fanbase at the time, which consisted of teenage girls. The following year he released his second album, '' Songs by Sinatra'', featuring songs of a similar mood and tempo such as Irving Berlin's " How Deep is the Ocean?" and
Harold Arlen Harold Arlen (born Hyman Arluck; February 15, 1905 – April 23, 1986) was an American composer of popular music, who composed over 500 songs, a number of which have become known worldwide. In addition to composing the songs for the 1939 film ...
's and Jerome Kern's "
All The Things You Are "All the Things You Are" is a song composed by Jerome Kern with lyrics written by Oscar Hammerstein II. The song was written for the musical ''Very Warm for May'' (1939)
". " Mam'selle", composed by Edmund Goulding with lyrics by Mack Gordon for the film ''
The Razor's Edge ''The Razor's Edge'' is a 1944 novel by W. Somerset Maugham. It tells the story of Larry Darrell, an American pilot traumatized by his experiences in World War I, who sets off in search of some transcendent meaning in his life. The story beg ...
'' (1946), was released as a single. Sinatra had competition; versions by
Art Lund Arthur Lund (April 1, 1915 – May 31, 1990) was an American baritone singer, initially with bandleaders Benny Goodman and Harry James, and was also a television and stage actor. Biography Arthur Lund was a graduate of Eastern Kentucky Uni ...
, Dick Haymes, Dennis Day, and The Pied Pipers also reached the top ten of the ''Billboard'' charts. In December he recorded " Sweet Lorraine" with the Metronome All-Stars, featuring talented jazz musicians such as Coleman Hawkins,
Harry Carney Harry Howell Carney (April 1, 1910 – October 8, 1974) was a jazz saxophonist and clarinettist who spent over four decades as a member of the Duke Ellington Orchestra. He played a variety of instruments but primarily used the baritone saxopho ...
and Charlie Shavers, with Nat King Cole on piano, in what Charles L. Granata describes as "one of the highlights of Sinatra's Columbia epoch". Sinatra's third album, '' Christmas Songs by Sinatra'', was originally released in 1948 as a 78rpm album set, and a 10" LP record was released two years later. When Sinatra was featured as a priest in '' The Miracle of the Bells'', due to press negativity surrounding his alleged Mafia connections at the time, it was announced to the public that Sinatra would donate his $100,000 in wages from the film to the Catholic Church. By the end of 1948, Sinatra had slipped to fourth on ''DownBeat''s annual poll of most popular singers (behind
Billy Eckstine William Clarence Eckstine (July 8, 1914 – March 8, 1993) was an American jazz and pop singer and a bandleader during the swing and bebop eras. He was noted for his rich, almost operatic bass-baritone voice. In 2019, Eckstine was posthumously ...
,
Frankie Laine Frankie Laine (born Francesco Paolo LoVecchio; March 30, 1913 – February 6, 2007) was an American Singing, singer, songwriter, and actor whose career spanned nearly 75 years, from his first concerts in 1930 with a marathon dance company to hi ...
, and Bing Crosby). and in the following year he was pushed out of the top spots in polls for the first time since 1943. '' Frankly Sentimental'' (1949) was panned by ''DownBeat'', who commented that "for all his talent, it seldom comes to life". Though " The Hucklebuck" reached the top ten, it was his last single release under the Columbia label. Sinatra's last two albums with Columbia, '' Dedicated to You'' and '' Sing and Dance with Frank Sinatra'', were released in 1950. Sinatra would later feature a number of the ''Sing and Dance with Frank Sinatra'' album's songs, including "
Lover Lover or lovers may refer to a person having a sexual or romantic relationship with someone outside marriage. In this context see: * Sexual partner * Mistress (lover) * Extramarital sex * Premarital sex Lover or Lovers may also refer to: Geogr ...
", " It's Only a Paper Moon", " It All Depends on You", on his 1961 Capitol release, '' Sinatra's Swingin' Session!!!''. Cementing the low of his career was the death of publicist George Evans from a heart attack in January 1950 at 48. According to
Jimmy Van Heusen James Van Heusen (born Edward Chester Babcock; January 26, 1913 – February 6, 1990) was an American composer. He wrote songs for films, television and theater, and won an Emmy and four Academy Awards for Best Original Song. Life and care ...
, Sinatra's close friend and songwriter, Evans's death to him was "an enormous shock which defies words", as he had been crucial to his career and popularity with the bobbysoxers. Sinatra's reputation continued to decline as reports broke out in February of his affair with Ava Gardner and the destruction of his marriage to Nancy, though he insisted that his marriage had long been over even before he had met Gardner. In April, Sinatra was engaged to perform at the Copa club in New York, but had to cancel five days of the booking due to suffering a submucosal hemorrhage of the throat. Evans once said that whenever Sinatra suffered from a bad throat and loss of voice it was always due to emotional tension which "absolutely destroyed him". In financial difficulty following his divorce and career decline, Sinatra was forced to borrow $200,000 from Columbia to pay his back taxes after MCA refused to front the money. Rejected by Hollywood, he turned to Las Vegas and made his debut at the
Desert Inn The Desert Inn, also known as the D.I., was a hotel and casino on the Las Vegas Strip in Paradise, Nevada, which operated from April 24, 1950, to August 28, 2000. Designed by architect Hugh Taylor and interior design by Jac Lessman, it was the ...
in September 1951, and also began singing at the Riverside Hotel in Reno, Nevada. Sinatra became one of Las Vegas's pioneer residency entertainers, and a prominent figure on the Vegas scene throughout the 1950s and 1960s onwards, a period described by Rojek as the "high-water mark" of Sinatra's "hedonism and self absorption". Rojek notes that the
Rat Pack The Rat Pack was an informal group of entertainers, the second iteration of which ultimately made films and appeared together in Las Vegas casino venues. They originated in the late 1940s and early 1950s as a group of A-list show business frie ...
"provided an outlet for gregarious banter and wisecracks", but argues that it was Sinatra's vehicle, possessing an "unassailable command over the other performers". Sinatra would fly to Las Vegas from Los Angeles in Van Heusen's single-engine plane. On October 4, 1953, Sinatra made his first performance at the Sands Hotel and Casino, after an invitation by the manager Jack Entratter, who had previously worked at the Copa in New York. Sinatra typically performed there three times a year, and later acquired a share in the hotel. Sinatra's decline in popularity was evident at his concert appearances. At a brief run at the Paramount in New York he drew small audiences. At the Desert Inn in Las Vegas he performed to half-filled houses of wildcatters and ranchers. At a concert at Chez Paree in Chicago, only 150 people in a 1,200-seat capacity venue turned up to see him. By April 1952 he was performing at the Kauai County Fair in Hawaii. Sinatra's relationship with Columbia Records was also disintegrating, with A&R executive Mitch Miller claiming he "couldn't give away" the singer's records. Though several notable recordings were made during this time period, such as " If I Could Write a Book" in January 1952, which Granata sees as a "turning point", forecasting his later work with its sensitivity, Columbia and MCA dropped him later that year. His last studio recording for Columbia, "Why Try To Change Me Now", was recorded in New York on September 17, 1952, with orchestra arranged and conducted by Percy Faith. Journalist
Burt Boyar Burt Boyar (November 30, 1927 – April 4, 2018) was a Broadway columnist, voice actor, and author. He voiced the title character of Archie Andrews for NBC Radio in 1945 and co-wrote ''Yes I Can: The Story of Sammy Davis, Jr.'' with wife Jane B ...
observed, "Sinatra had had it. It was sad. From the top to the bottom in one horrible lesson."


Career revival and the Capitol years (1953–1962)

The release of the film '' From Here to Eternity'' in August 1953 marked the beginning of a remarkable career revival.
Tom Santopietro Tom Santopietro is an American author and Broadway theater manager. He worked for 25 years in the New York theater scene, managing over 30 Broadway shows. Tom Santopietro is the author of five books: ''The Sound of Music Story'', ''The Godfather E ...
notes that Sinatra began to bury himself in his work, with an "unparalleled frenetic schedule of recordings, movies and concerts", in what authors Anthony Summers and Robbyn Swan describe as "a new and brilliant phase". On March 13, 1953, Sinatra met with Capitol Records vice president Alan Livingston and signed a seven-year recording contract. His first session for Capitol took place at KHJ studios at Studio C, 5515 Melrose Avenue in Los Angeles, with Axel Stordahl conducting. The session produced four recordings, including " I'm Walking Behind You", Sinatra's first Capitol single. After spending two weeks on location in Hawaii filming ''From Here to Eternity'', Sinatra returned to KHJ on April 30 for his first recording session with
Nelson Riddle Nelson Smock Riddle Jr. (June 1, 1921 – October 6, 1985) was an American arranger, composer, bandleader and orchestrator whose career stretched from the late 1940s to the mid-1980s. He worked with many world-famous vocalists at Capitol Records ...
, an established arranger and conductor at Capitol who was Nat King Cole's musical director. After recording the first song, " I've Got the World on a String", Sinatra offered Riddle a rare expression of praise, "Beautiful!", and after listening to the playbacks, he could not hide his enthusiasm, exclaiming, "I'm back, baby, I'm back!" In subsequent sessions in May and November 1953, Sinatra and Riddle developed and refined their musical collaboration, with Sinatra providing specific guidance on the arrangements. Sinatra's first album for Capitol, '' Songs for Young Lovers'', was released on January 4, 1954, and included " A Foggy Day", " I Get a Kick Out of You", "
My Funny Valentine "My Funny Valentine" is a show tune from the 1937 Richard Rodgers and Lorenz Hart coming of age musical ''Babes in Arms'' in which it was introduced by teenaged star Mitzi Green. The song became a popular jazz standard, appearing on over 130 ...
", " Violets for Your Furs" and " They Can't Take That Away from Me", songs which became staples of his later concerts. That same month, Sinatra released the single " Young at Heart", which reached No. 2 and was awarded Song of the Year. In March, he recorded and released the single " Three Coins in the Fountain", a "powerful ballad" that reached No. 4. Sinatra's second album with Riddle, ''
Swing Easy! ''Swing Easy!'' is the eighth studio album by Frank Sinatra. It was released in 1954 as a 10" album (Capitol H-528) and consisted of only eight songs, as each side of the record only allowed approximately fourteen minutes of music. In 2000 it ...
'', which reflected his "love for the jazz idiom" according to Granata, was released on August 2 of that year and included " Just One of Those Things", " Taking a Chance on Love", " Get Happy", and " All of Me". ''Swing Easy!'' was named Album of the Year by ''Billboard'', and he was also named "Favorite Male Vocalist" by ''Billboard'', ''DownBeat'', and '' Metronome'' that year. Sinatra came to consider Riddle "the greatest arranger in the world", and Riddle, who considered Sinatra "a perfectionist", offered equal praise of the singer, observing, "It's not only that his intuitions as to tempo, phrasing, and even configuration are amazingly right, but his taste is so impeccable... there is still no one who can approach him." In 1955 Sinatra released '' In the Wee Small Hours'', his first 12" LP, featuring songs such as "
In the Wee Small Hours of the Morning "In the Wee Small Hours of the Morning" is a 1955 popular song composed by David Mann, with lyrics by Bob Hilliard. It was introduced as the title track of Frank Sinatra's 1955 album ''In the Wee Small Hours''. Background Mann and Hilliard wro ...
", "
Mood Indigo "Mood Indigo" is a jazz song with music by Duke Ellington and Barney Bigard and lyrics by Irving Mills. Composition Although Irving Mills—Jack Mills's brother and publishing partner—took credit for the lyrics, Mitchell Parish claimed in ...
", "
Glad to Be Unhappy "Glad to Be Unhappy" is a popular song composed by Richard Rodgers, with lyrics by Lorenz Hart. It was introduced in their 1936 musical ''On Your Toes'', sung by Doris Carson and David Morris, although it was not popular at the time, as there was ...
" and " When Your Lover Has Gone". According to Granata it was the first
concept album A concept album is an album whose tracks hold a larger purpose or meaning collectively than they do individually. This is typically achieved through a single central narrative or theme, which can be instrumental, compositional, or lyrical. Som ...
of his to make a "single persuasive statement", with an extended program and "melancholy mood". Sinatra embarked on his first tour of Australia the same year. Another collaboration with Riddle resulted in the development of '' Songs for Swingin' Lovers!'', sometimes seen as one of his best albums, which was released in March 1956. It features a recording of " I've Got You Under My Skin" by
Cole Porter Cole Albert Porter (June 9, 1891 – October 15, 1964) was an American composer and songwriter. Many of his songs became standards noted for their witty, urbane lyrics, and many of his scores found success on Broadway and in film. Born to ...
, something which Sinatra paid meticulous care to, taking a reported 22 takes to perfect. His February 1956 recording sessions inaugurated the studios at the Capitol Records Building, complete with a 56-piece symphonic orchestra. According to Granata his recordings of "Night and Day", "Oh! Look at Me Now" and " From This Moment On" revealed "powerful sexual overtones, stunningly achieved through the mounting tension and release of Sinatra's best-teasing vocal lines", while his recording of "River, Stay 'Way from My Door" in April demonstrated his "brilliance as a syncopational improviser". Riddle said that Sinatra took "particular delight" in singing "The Lady is a Tramp", commenting that he "always sang that song with a certain amount of salaciousness", making "cue tricks" with the lyrics. His penchant for conducting was displayed again in 1956's '' Frank Sinatra Conducts Tone Poems of Color'', an instrumental album that has been interpreted to be a catharsis to his failed relationship with Gardner. Also that year, Sinatra sang at the
Democratic National Convention The Democratic National Convention (DNC) is a series of presidential nominating conventions held every four years since 1832 by the United States Democratic Party. They have been administered by the Democratic National Committee since the 1852 ...
, and performed with The Dorsey Brothers for a week soon afterwards at the Paramount Theatre. In 1957, Sinatra released '' Close to You'', '' A Swingin' Affair!'' and '' Where Are You?''—his first album in stereo, with Gordon Jenkins. Granata considers "Close to You" to have been thematically his closest concept album to perfection during the "golden" era, and Nelson Riddle's finest work, which was "extremely progressive" by the standards of the day. It is structured like a three-act play, each commencing with the songs " With Every Breath I Take", " Blame It on My Youth" and " It Could Happen to You". For Granata, Sinatra's ''A Swingin' Affair!'' and swing music predecessor ''Songs for Swingin' Lovers!'' solidified "Sinatra's image as a 'swinger', from both a musical and visual standpoint". Buddy Collette considered the swing albums to have been heavily influenced by Sammy Davis Jr., and stated that when he worked with Sinatra in the mid-1960s he approached a song much differently than he had done in the early 1950s. On June 9, 1957, he performed in a 62-minute concert conducted by Riddle at the Seattle Civic Auditorium, his first appearance in Seattle since 1945.''Sinatra '57 in Concert'' (1999), Artanis Entertainment Group. The recording was first released as a bootleg, but in 1999 Artanis Entertainment Group officially released it as the '' Sinatra '57 in Concert'' live album, after Sinatra's death. In 1958 Sinatra released the concept album '' Come Fly with Me'' with
Billy May Edward William May Jr. (November 10, 1916 – January 22, 2004) was an American composer, arranger and trumpeter. He composed film and television music for ''The Green Hornet'' (1966), ''The Mod Squad'' (1968), ''Batman'' (with '' Batgirl'' them ...
, designed as a musical world tour. It reached the top spot on the Billboard album chart in its second week, remaining at the top for five weeks, and was nominated for the
Grammy Award for Album of the Year The Grammy Award for Album of the Year is presented by the National Academy of Recording Arts and Sciences of the United States to "honor artistic achievement, technical proficiency and overall excellence in the recording industry, without regar ...
at the inaugural Grammy Awards. The title song, " Come Fly With Me", written especially for him, would become one of his best known standards. On May 29 he recorded seven songs in a single session, more than double the usual yield of a recording session, and an eighth, " Lush Life", was abandoned as Sinatra found it too technically demanding. In September, Sinatra released '' Frank Sinatra Sings for Only the Lonely'', a stark collection of introspective saloon songs and blues-tinged ballads which proved a huge commercial success, spending 120 weeks on Billboards album chart and peaking at No.1. Cuts from this LP, such as " Angel Eyes" and " One for My Baby (and One More for the Road)", would remain staples of the "saloon song" segments of Sinatra's concerts. In 1959, Sinatra released '' Come Dance with Me!'', a highly successful, critically acclaimed album which stayed on Billboard's Pop album chart for 140 weeks, peaking at No. 2. It won the
Grammy Award for Album of the Year The Grammy Award for Album of the Year is presented by the National Academy of Recording Arts and Sciences of the United States to "honor artistic achievement, technical proficiency and overall excellence in the recording industry, without regar ...
, as well as Best Vocal Performance, Male and Best Arrangement for
Billy May Edward William May Jr. (November 10, 1916 – January 22, 2004) was an American composer, arranger and trumpeter. He composed film and television music for ''The Green Hornet'' (1966), ''The Mod Squad'' (1968), ''Batman'' (with '' Batgirl'' them ...
. He also released ''
No One Cares ''No One Cares'' is a 1959 album by Frank Sinatra. It is generally seen as a "sequel" to Sinatra's 1957 album ''Where Are You? (Frank Sinatra album), Where Are You?'' (also arranged by Gordon Jenkins), and was similar in theme and concept to ''Fr ...
'' in the same year, a collection of "brooding, lonely" torch songs, which critic
Stephen Thomas Erlewine Stephen Thomas Erlewine (; born June 18, 1973) is an American music critic and senior editor for the online music database AllMusic. He is the author of many artist biographies and record reviews for AllMusic, as well as a freelance writer, occ ...
thought was "nearly as good as its predecessor ''Where Are You?'', but lacked the "lush" arrangements of it and the "grandiose melancholy" of ''Only the Lonely''. In the words of Kelley, by 1959, Sinatra was "not simply the leader of the Rat Pack" but had "assumed the position of ''il padrone'' in Hollywood". He was asked by 20th Century Fox to be the master of ceremonies at a luncheon attended by Soviet Premier Nikita Khrushchev on September 19, 1959. '' Nice 'n' Easy'', a collection of ballads, topped the ''Billboard'' chart in October 1960 and remained in the charts for 86 weeks, winning critical plaudits. Granata noted the "lifelike ambient sound" quality of ''Nice and Easy'', the perfection in the stereo balance, and the "bold, bright and snappy" sound of the band. He highlighted the "close, warm and sharp" feel of Sinatra's voice, particularly on the songs " September in the Rain", " I Concentrate on You", and " My Blue Heaven".


Reprise years (1960–1981)

Sinatra grew discontented at Capitol, and fell into a feud with Alan Livingston, which lasted over six months. His first attempt at owning his own label was with his pursuit of buying declining jazz label, Verve Records, which ended once an initial agreement with Verve founder, Norman Granz, "failed to materialize." He decided to form his own label,
Reprise Records Reprise Records is an American record label founded in 1960 by Frank Sinatra. It is owned by Warner Music Group, and operates through Warner Records, one of its flagship labels. Artists currently signed to Reprise Records include Enya, Michael ...
and, in an effort to assert his new direction, temporarily parted with Riddle, May and Jenkins, working with other arrangers such as Neil Hefti, Don Costa, and Quincy Jones. Sinatra built the appeal of Reprise Records as one in which artists were promised creative control over their music, as well as a guarantee that they would eventually gain "complete ownership of their work, including publishing rights." Under Sinatra the company developed into a music industry "powerhouse", and he later sold it for an estimated $80million. His first album on the label, '' Ring-a-Ding-Ding!'' (1961), was a major success, peaking at No.4 on ''Billboard''. The album was released in February 1961, the same month that Reprise Records released Ben Webster's ''
The Warm Moods ''The Warm Moods'' is an album by American jazz saxophonist Ben Webster featuring tracks recorded in 1960 for the Reprise label.Sammy Davis Jr.'s ''The Wham of Sam'', Mavis River's ''Mavis'' and Joe E. Lewis's ''It is Now Post Time''. During the initial years of Reprise, Sinatra was still under contract to record for Capitol, completing his contractual commitment with the release of '' Point of No Return,'' recorded over a two-day period on September 11 and 12, 1961. In 1962, Sinatra released ''
Sinatra and Strings ''Sinatra and Strings'' is a 1962 album by Frank Sinatra consisting of standard ballads. It was arranged by Don Costa. The album was the first that Sinatra recorded with Costa. They subsequently worked together on '' Cycles'' (1968), ''Some Nice ...
'', a set of standard ballads arranged by Don Costa, which became one of the most critically acclaimed works of Sinatra's entire Reprise period. Frank Jr., who was present during the recording, noted the "huge orchestra", which Nancy Sinatra stated "opened a whole new era" in pop music, with orchestras getting bigger, embracing a "lush string sound". Sinatra and Count Basie collaborated for the album '' Sinatra-Basie'' the same year, a popular and successful release which prompted them to rejoin two years later for the follow-up '' It Might as Well Be Swing'', arranged by Quincy Jones. The two became frequent performers together, and appeared at the Newport Jazz Festival in 1965. Also in 1962, as the owner of his own record label, Sinatra was able to step on the podium as conductor again, releasing his third instrumental album ''
Frank Sinatra Conducts Music from Pictures and Plays ''Frank Sinatra Conducts Music from Pictures and Plays'' is a 1962 studio album conducted by Frank Sinatra, and arranged by Harry Sukman. This was the first album that Sinatra conducted for his new record label, Reprise Records. Track listin ...
''. In 1963, Sinatra reunited with Nelson Riddle for '' The Concert Sinatra'', an ambitious album featuring a 73-piece symphony orchestra arranged and conducted by Riddle. The concert was recorded on a motion picture scoring soundstage with the use of multiple synchronized recording machines that employed an optical signal onto 35mm film designed for movie soundtracks. Granata considers the album to have been "impeachable" ic "one of the very best of the Sinatra-Riddle ballad albums", in which Sinatra displayed his vocal range, particularly in "
Ol' Man River "Ol' Man River" is a show tune from the 1927 musical ''Show Boat'' with music by Jerome Kern and lyrics by Oscar Hammerstein II. The song contrasts the struggles and hardships of African Americans with the endless, uncaring flow of the Mississipp ...
", in which he darkened the hue. In 1964 the song "
My Kind of Town "My Kind of Town" or "My Kind of Town (Chicago Is)" is a popular song composed by Jimmy Van Heusen, with lyrics by Sammy Cahn. The song was originally part of the musical score for '' Robin and the 7 Hoods'', a 1964 musical film starring sev ...
" was nominated for the
Academy Award for Best Original Song The Academy Award for Best Original Song is one of the awards given annually to people working in the motion picture industry by the Academy of Motion Picture Arts and Sciences (AMPAS). It is presented to the ''songwriters'' who have composed th ...
. Sinatra released '' Softly, as I Leave You'', and collaborated with Bing Crosby and Fred Waring on ''
America, I Hear You Singing ''America, I Hear You Singing'' is an album recorded and released in 1964 by American singers Frank Sinatra and Bing Crosby, backed by Fred Waring's Pennsylvanians. The album is a collection of patriotic songs, recorded as a tribute to the assass ...
'', a collection of patriotic songs recorded as a tribute to the assassinated President John F. Kennedy. Sinatra increasingly became involved in charitable pursuits in this period. In 1961 and 1962 he went to Mexico, with the sole purpose of putting on performances for Mexican charities, and in July 1964 he was present for the dedication of the Frank Sinatra International Youth Center for Arab and Jewish children in
Nazareth Nazareth ( ; ar, النَّاصِرَة, ''an-Nāṣira''; he, נָצְרַת, ''Nāṣəraṯ''; arc, ܢܨܪܬ, ''Naṣrath'') is the largest city in the Northern District of Israel. Nazareth is known as "the Arab capital of Israel". In ...
. Sinatra's phenomenal success in 1965, coinciding with his 50th birthday, prompted ''Billboard'' to proclaim that he may have reached the "peak of his eminence". In June 1965, Sinatra, Sammy Davis Jr., and
Dean Martin Dean Martin (born Dino Paul Crocetti; June 7, 1917 – December 25, 1995) was an American singer, actor and comedian. One of the most popular and enduring American entertainers of the mid-20th century, Martin was nicknamed "The King of Cool". M ...
played live in St. Louis to benefit Dismas House, a prisoner rehabilitation and training center with nationwide programs that in particular helped serve African Americans. The Rat Pack concert, called The Frank Sinatra Spectacular, was broadcast live via satellite to numerous movie theaters across America. The album ''
September of My Years ''September of My Years'' is a 1965 studio album by American singer Frank Sinatra, released on Reprise Records in August 1965 on LP and October 1986 on CD. The orchestral arrangements are by Gordon Jenkins, their fifth album collaboration. ...
'' was released September 1965, and went on to win the Grammy Award for best album of the year. Granata considers the album to have been one of the finest of his Reprise years, "a reflective throwback to the concept records of the 1950s, and more than any of those collections, distills everything that Frank Sinatra had ever learned or experienced as a vocalist". One of the album's singles, " It Was a Very Good Year", won the Grammy Award for Best Vocal Performance, Male. A career anthology, '' A Man and His Music'', followed in November, winning Album of the Year at the Grammys the following year. In 1966 Sinatra released '' That's Life'', with both the single of " That's Life" and album becoming Top Ten hits in the US on ''Billboard''s pop charts. '' Strangers in the Night'' went on to top the ''Billboard'' and UK pop singles charts, winning the award for Record of the Year at the Grammys. Sinatra's first live album, '' Sinatra at the Sands'', was recorded during January and February 1966 at the Sands Hotel and Casino in Las Vegas. Sinatra was backed by the Count Basie Orchestra, with Quincy Jones conducting. Sinatra pulled out from the Sands the following year, when he was driven out by its new owner Howard Hughes, after a fight. Sinatra started 1967 with a series of recording sessions with Antônio Carlos Jobim. He recorded one of his collaborations with Jobim, the Grammy-nominated album '' Francis Albert Sinatra & Antônio Carlos Jobim'', which was one of the best-selling albums of the year, behind the Beatles's ''
Sgt. Pepper's Lonely Hearts Club Band ''Sgt. Pepper's Lonely Hearts Club Band'' is the eighth studio album by the English rock band the Beatles. Released on 26May 1967, ''Sgt. Pepper'' is regarded by musicologists as an early concept album that advanced the roles of sound composi ...
''. According to Santopietro the album "consists of an extraordinarily effective blend of bossa nova and slightly swinging jazz vocals, and succeeds in creating an unbroken mood of romance and regret". Writer Stan Cornyn wrote that Sinatra sang so softly on the album that it was comparable to the time that he suffered from a vocal hemorrhage in 1950. Sinatra also released the album '' The World We Knew'', which features a chart-topping duet of " Somethin' Stupid" with daughter Nancy. In December, Sinatra collaborated with
Duke Ellington Edward Kennedy "Duke" Ellington (April 29, 1899 – May 24, 1974) was an American jazz pianist, composer, and leader of his eponymous jazz orchestra from 1923 through the rest of his life. Born and raised in Washington, D.C., Ellington was based ...
on the album '' Francis A. & Edward K.''. According to Granata, the recording of " Indian Summer" on the album was a favorite of Riddle's, noting the "contemplative mood hichis heightened by a Johnny Hodges alto sax solo that will bring a tear to your eye". With Sinatra in mind, singer-songwriter Paul Anka wrote the song " My Way", using the melody of the French "Comme d'habitude" ("As Usual"), composed by Claude François and Jacques Revaux. Sinatra recorded it in one take, just after Christmas 1968. "My Way", Sinatra's best-known song on the Reprise label, was not an instant success, charting at No. 27 in the US and No. 5 in the UK, but it remained in the UK charts for 122 weeks, including 75 non-consecutive weeks in the Top 40, between April 1969 and September 1971, which was still a record in 2015. Sinatra told songwriter Ervin Drake in the 1970s that he "detested" singing the song, because he believed audiences would think it was a "self-aggrandizing tribute", professing that he "hated boastfulness in others". According to NPR, My Way has become one the most requested songs at funerals. In an effort to maintain his commercial viability in the late 1960s, Sinatra would record works by
Paul Simon Paul Frederic Simon (born October 13, 1941) is an American musician, singer, songwriter and actor whose career has spanned six decades. He is one of the most acclaimed songwriters in popular music, both as a solo artist and as half of folk roc ...
(" Mrs. Robinson"), the Beatles (" Yesterday"), and
Joni Mitchell Roberta Joan "Joni" Mitchell ( Anderson; born November 7, 1943) is a Canadian-American musician, producer, and painter. Among the most influential singer-songwriters to emerge from the 1960s folk music circuit, Mitchell became known for her sta ...
(" Both Sides, Now") in 1969.


"Retirement" and return (1970–1981)

In 1970, Sinatra released '' Watertown'', a critically acclaimed concept album, with music by
Bob Gaudio Robert John Gaudio (born November 17, 1942) is an American singer, songwriter, musician, and record producer, and the keyboardist and backing vocalist of the pop/rock band the Four Seasons. Gaudio wrote or co-wrote and produced the vast majori ...
(of the Four Seasons) and lyrics by Jake Holmes. However, it sold a mere 30,000 copies that year and reached a peak chart position of 101. He left Caesars Palace in September that year after an incident in which executive Sanford Waterman pulled a gun on him. He performed several charity concerts with Count Basie at the
Royal Festival Hall The Royal Festival Hall is a 2,700-seat concert, dance and talks venue within Southbank Centre in London. It is situated on the South Bank of the River Thames, not far from Hungerford Bridge, in the London Borough of Lambeth. It is a Grade I l ...
in London. On November 2, 1970, Sinatra recorded the last songs for Reprise Records before his self-imposed retirement, announced the following June at a concert in Hollywood to raise money for the Motion Picture and TV Relief Fund. He gave a "rousing" performance of "That's Life", and finished the concert with a
Matt Dennis Matthew Loveland Dennis (February 11, 1914 – June 21, 2002) was an American singer, pianist, band leader, arranger, and writer of music for popular songs. Biography Dennis was born in Seattle, Washington, United States. His mother was a violi ...
and Earl Brent song, "Angel Eyes" which he had recorded on the Only The Lonely album in 1958. He sang the last line."'Scuse me while I disappear." The spotlight went dark and he left the stage. He told ''LIFE'' journalist Thomas Thompson that "I've got things to do, like the first thing is not to do at all for eight months... maybe a year", while Barbara Sinatra later said that Sinatra had grown "tired of entertaining people, especially when all they really wanted were the same old tunes he had long ago become bored by". While he was in retirement, President Richard Nixon asked him to perform at a Young Voters Rally in anticipation of the upcoming campaign. Sinatra obliged and chose to sing "My Kind of Town" for the rally held in Chicago on October 20, 1972. In 1973, Sinatra came out of his short-lived retirement with a television special and album. The album, entitled '' Ol' Blue Eyes Is Back'', arranged by Gordon Jenkins and Don Costa, was a success, reaching number 13 on ''Billboard'' and number 12 in the UK. The television special, '' Magnavox Presents Frank Sinatra'', reunited Sinatra with
Gene Kelly Eugene Curran Kelly (August 23, 1912 – February 2, 1996) was an American actor, dancer, singer, filmmaker, and choreographer. He was known for his energetic and athletic dancing style and sought to create a new form of American dance accessibl ...
. He initially developed problems with his vocal cords during the comeback due to a prolonged period without singing. That Christmas he performed at the Sahara Hotel in Las Vegas, and returned to Caesars Palace the following month in January 1974, despite previously vowing to perform there again ic He began what Barbara Sinatra describes as a "massive comeback tour of the United States, Europe, the Far East and Australia". In July, while on a second tour of Australia, he caused an uproar by describing journalists there– who were aggressively pursuing his every move and pushing for a press conference– as "bums, parasites, fags, and buck-and-a-half hookers". After he was pressured to apologize, Sinatra instead insisted that the journalists apologize for "fifteen years of abuse I have taken from the world press". Union actions cancelled concerts and grounded Sinatra's plane, essentially trapping him in Australia. In the end, Sinatra's lawyer, Mickey Rudin, arranged for Sinatra to issue a written conciliatory note and a final concert that was televised to the nation. In October 1974 he appeared at New York City's
Madison Square Garden Madison Square Garden, colloquially known as The Garden or by its initials MSG, is a multi-purpose indoor arena in New York City. It is located in Midtown Manhattan between Seventh and Eighth avenues from 31st to 33rd Street, above Pennsylva ...
in a televised concert that was later released as an album under the title '' The Main Event – Live''. Backing him was bandleader Woody Herman and the Young Thundering Herd, who accompanied Sinatra on a European tour later that month. In 1975, Sinatra performed in concerts in New York with Count Basie and Ella Fitzgerald, and at the London Palladium with Basie and
Sarah Vaughan Sarah Lois Vaughan (March 27, 1924 – April 3, 1990) was an American jazz singer. Nicknamed "Sassy" and "Jazz royalty, The Divine One", she won two Grammy Awards, including the Lifetime Achievement Award, and was nominated for a total of nine ...
, and in Tehran at Aryamehr Stadium, giving 140 performances in 105 days. In August he held several consecutive concerts at
Lake Tahoe Lake Tahoe (; was, Dáʔaw, meaning "the lake") is a Fresh water, freshwater lake in the Sierra Nevada (U.S.), Sierra Nevada of the United States. Lying at , it straddles the state line between California and Nevada, west of Carson City, Nevad ...
together with the newly-risen singer
John Denver Henry John Deutschendorf Jr. (December 31, 1943 – October 12, 1997), known professionally as John Denver, was an American singer-songwriter, guitarist, actor, activist, and humanitarian whose greatest commercial success was as a solo singe ...
, who became a frequent collaborator. Sinatra had recorded Denver's " Leaving on a Jet Plane" and "My Sweet Lady" for ''
Sinatra & Company ''Sinatra & Company'' is an album by American singer Frank Sinatra released in 1971. The first side of this album is in the bossa nova style, and the second side is influenced by soft rock, featuring two songs from John Denver. The bossa nova re ...
'' (1971), and according to Denver, his song "A Baby Just Like You" was written at Sinatra's request for his new grandchild, Angela. During the Labor Day weekend held in 1976, Sinatra was responsible for reuniting old friends and comedy partners Dean Martin and
Jerry Lewis Jerry Lewis (born Joseph Levitch; March 16, 1926 – August 20, 2017) was an American comedian, actor, singer, filmmaker and humanitarian. As his contributions to comedy and charity made him a global figure in popular culture, pop culture ...
for the first time in nearly twenty years, when they performed at the " Jerry Lewis MDA Telethon". That year, the Friars Club selected him as the "Top Box Office Name of the Century", and he was given the Scopus Award by the American Friends of the
Hebrew University of Jerusalem The Hebrew University of Jerusalem (HUJI; he, הַאוּנִיבֶרְסִיטָה הַעִבְרִית בִּירוּשָׁלַיִם) is a public research university based in Jerusalem, Israel. Co-founded by Albert Einstein and Dr. Chaim Weiz ...
in Israel and an honorary Doctor of Humane Letters from the University of Nevada. Sinatra continued to perform at Caesars Palace in the late 1970s, and was performing there in January 1977 when his mother Dolly died in a plane crash on the way to see him. He cancelled two weeks of shows and spent time recovering from the shock in Barbados. In March, he performed in front of
Princess Margaret Princess Margaret, Countess of Snowdon, (Margaret Rose; 21 August 1930 – 9 February 2002) was the younger daughter of King George VI and Queen Elizabeth The Queen Mother, and the younger sister and only sibling of Queen Elizabeth  ...
at the
Royal Albert Hall The Royal Albert Hall is a concert hall on the northern edge of South Kensington, London. One of the UK's most treasured and distinctive buildings, it is held in trust for the nation and managed by a registered charity which receives no govern ...
in London, raising money for the National Society for the Prevention of Cruelty to Children. On March 14, he recorded with Nelson Riddle for the last time, recording the songs "Linda", "Sweet Loraine", and "Barbara". The two men had a major falling out, and later patched up their differences in January 1985 at a dinner organized for Ronald Reagan, when Sinatra asked Riddle to make another album with him. Riddle was ill at the time, and died that October, before they had a chance to record. In 1978, Sinatra filed a $1million lawsuit against a land developer for using his name in the "Frank Sinatra Drive Center" in West Los Angeles. During a party at Caesars in 1979, he was awarded the Grammy Trustees Award, while celebrating 40 years in show business and his 64th birthday. That year, former President
Gerald Ford Gerald Rudolph Ford Jr. ( ; born Leslie Lynch King Jr.; July 14, 1913December 26, 2006) was an American politician who served as the 38th president of the United States from 1974 to 1977. He was the only president never to have been elected ...
awarded Sinatra the International Man of the Year Award, and he performed in front of the
Egyptian pyramids The Egyptian pyramids are ancient masonry structures located in Egypt. Sources cite at least 118 identified "Egyptian" pyramids. Approximately 80 pyramids were built within the Kingdom of Kush, now located in the modern country of Sudan. Of ...
for Anwar Sadat, which raised more than $500,000 for Sadat's wife's charities. In 1980, Sinatra's first album in six years was released, '' Trilogy: Past Present Future'', a highly ambitious triple album that features an array of songs from both the pre-rock era and rock era. It was the first studio album of Sinatra's to feature his touring pianist at the time, Vinnie Falcone, and was based on an idea by Sonny Burke. The album garnered six
Grammy The Grammy Awards (stylized as GRAMMY), or simply known as the Grammys, are awards presented by the Recording Academy of the United States to recognize "outstanding" achievements in the music industry. They are regarded by many as the most pre ...
nominations– winning for best liner notes– and peaked at number 17 on Billboard's album chart, and spawned yet another song that would become a signature tune, " Theme from New York, New York". That year, as part of the Concert of the Americas, he performed in the
Maracanã Stadium Maracanã Stadium ( pt, Estádio do Maracanã, standard Brazilian Portuguese: , local pronunciation: ), officially named Estádio Jornalista Mário Filho (), is an association football stadium in Rio de Janeiro, Brazil. The stadium is part o ...
in Rio de Janeiro, Brazil, which broke records for the "largest live paid audience ever recorded for a solo performer". The following year, Sinatra built on the success of ''Trilogy'' with ''
She Shot Me Down ''She Shot Me Down'' is a 1981 album by Frank Sinatra. This was the final album Sinatra recorded for the record label he founded, Reprise Records, and generally considered an artistic triumph that evokes the best of Sinatra during this stage ...
'', an album that was praised for embodying the dark tone of his Capitol years." ''She Shot Me Down'' AllMusic. Retrieved November 28, 2006. Also in 1981, Sinatra was embroiled in controversy when he worked a ten-day engagement for $2million in Sun City, in the internationally unrecognized Bophuthatswana, breaking a cultural boycott against apartheid-era South Africa. President Lucas Mangope awarded Sinatra with the highest honor, the Order of the Leopard, and made him an honorary tribal chief.


Later career and final projects (1982–1998)

Santopietro stated that by the early 1980s, Sinatra's voice had "coarsened, losing much of its power and flexibility, but audiences didn't care". In 1982, he signed a $16million three-year deal with the Golden Nugget of Las Vegas. Kelley notes that by this period Sinatra's voice had grown "darker, tougher and loamier", but he "continued to captivate audiences with his immutable magic". She added that his baritone voice "sometimes cracked, but the gliding intonations still aroused the same raptures of delight as they had at the Paramount Theater". That year he made a reported further $1.3million from the Showtime television rights to his "Concert of the Americas" in the Dominican Republic, $1.6million for a concert series at
Carnegie Hall Carnegie Hall ( ) is a concert venue in Midtown Manhattan in New York City. It is at 881 Seventh Avenue (Manhattan), Seventh Avenue, occupying the east side of Seventh Avenue between West 56th Street (Manhattan), 56th and 57th Street (Manhatta ...
, and $250,000 in just one evening at the Chicago Fest. He donated a lot of his earnings to charity. He put on a performance at the White House for the Italian prime minister, and performed at the
Radio City Music Hall Radio City Music Hall is an entertainment venue and Theater (structure), theater at 1260 Sixth Avenue (Manhattan), Avenue of the Americas, within Rockefeller Center, in the Midtown Manhattan neighborhood of New York City. Nicknamed "The Showplac ...
with
Luciano Pavarotti Luciano Pavarotti (, , ; 12 October 19356 September 2007) was an Italian operatic tenor who during the late part of his career crossed over into popular music, eventually becoming one of the most acclaimed tenors of all time. He made numerou ...
and George Shearing. Sinatra was honored at 1983
Kennedy Center Honors The Kennedy Center Honors are annual honors given to those in the performing arts for their lifetime of contributions to American culture. They have been presented annually since 1978, culminating each December in a gala celebrating five hono ...
, alongside Katherine Dunham,
James Stewart James Maitland Stewart (May 20, 1908 – July 2, 1997) was an American actor and military pilot. Known for his distinctive drawl and everyman screen persona, Stewart's film career spanned 80 films from 1935 to 1991. With the strong morality h ...
,
Elia Kazan Elia Kazan (; born Elias Kazantzoglou ( el, Ηλίας Καζαντζόγλου); September 7, 1909 – September 28, 2003) was an American film and theatre director, producer, screenwriter and actor, described by ''The New York Times'' as "one o ...
, and Virgil Thomson. Quoting Henry James, President Reagan said in honoring his old friend that "art was the shadow of humanity" and that Sinatra had "spent his life casting a magnificent and powerful shadow". On September 21, 1983, Sinatra filed a $2million court case against
Kitty Kelley Katherine Kelley (born April 4, 1942) is an American journalist and author of best-selling unauthorized biographies of Jacqueline Kennedy Onassis, Elizabeth Taylor, Frank Sinatra, Nancy Reagan, the British Royal Family, the Bush family, and ...
, suing her for punitive damages, before her unofficial biography, ''His Way'', was even published. The book became a best-seller for "all the wrong reasons" and "the most eye-opening celebrity biography of our time", according to William Safire of ''The New York Times''. Sinatra was always adamant that such a book would be written on his terms, and he himself would "set the record straight" in details of his life. According to Kelley, the family detested her and the book, which took its toll on Sinatra's health. Kelley says that Tina Sinatra blamed her for her father's colon surgery in 1986. He was forced to drop the case on September 19, 1984, with several leading newspapers expressing concerns about his views on censorship. In 1984, Sinatra worked with Quincy Jones for the first time in nearly two decades on the album, ''
L.A. Is My Lady ''L.A. Is My Lady'' is the 57th and final solo studio album by Frank Sinatra, released in 1984 and produced by Quincy Jones. While the album was Sinatra's last (excluding the ''Duets'' albums), he recorded five further songs, only four of which ...
'', which was well received critically. The album was a substitute for another Jones project, an album of duets with
Lena Horne Lena Mary Calhoun Horne (June 30, 1917 – May 9, 2010) was an American dancer, actress, singer, and civil rights activist. Horne's career spanned more than seventy years, appearing in film, television, and theatre. Horne joined the chorus of th ...
, which had to be abandoned. In 1986, Sinatra collapsed on stage while performing in
Atlantic City Atlantic City, often known by its initials A.C., is a coastal resort city in Atlantic County, New Jersey, United States. The city is known for its casinos, Boardwalk (entertainment district), boardwalk, and beaches. In 2020 United States censu ...
and was hospitalized for
diverticulitis Diverticulitis, specifically colonic diverticulitis, is a gastrointestinal disease characterized by inflammation of abnormal pouches—diverticula—which can develop in the wall of the large intestine. Symptoms typically include lower abdominal ...
, which left him looking frail. Two years later, Sinatra reunited with Martin and Davis and went on the Rat Pack Reunion Tour, during which they played many large arenas. When Martin dropped out of the tour early on, a rift developed between them and the two never spoke again. On June 6, 1988, Sinatra made his last recordings with Reprise for an album which was not released. He recorded " My Foolish Heart", " Cry Me a River", and other songs. Sinatra never completed the project, but take number 18 of "My Foolish Heart" may be heard in ''
The Complete Reprise Studio Recordings ''The Complete Reprise Studio Recordings'' is a 1995 box set album by the American singer Frank Sinatra. The release coincided with Sinatra's 80th birthday celebration. The original 1995 packaging had the 20 discs encased in a small, leather- ...
'' (1995). In 1990, Sinatra was awarded the second "Ella Award" by the Los Angeles-based Society of Singers, and performed for a final time with Ella Fitzgerald at the award ceremony. Sinatra maintained an active touring schedule in the early 1990s, performing 65 concerts in 1990, 73 in 1991 and 84 in 1992 in seventeen different countries. In 1993, Sinatra returned to Capitol Records and the recording studio for '' Duets'', which became his best-selling album. The album and its sequel, '' Duets II'', released the following year, would see Sinatra remake his classic recordings with popular contemporary performers, who added their vocals to a pre-recorded tape. During his tours in the early 1990s, his memory failed him at times during concerts, and he fainted onstage in
Richmond, Virginia (Thus do we reach the stars) , image_map = , mapsize = 250 px , map_caption = Location within Virginia , pushpin_map = Virginia#USA , pushpin_label = Richmond , pushpin_m ...
, in March 1994. His final public concerts were held in Fukuoka Dome in Japan on December 19–20, 1994. The following year, Sinatra sang for the last time on February 25, 1995, before a live audience of 1200 select guests at the Palm Desert Marriott Ballroom, on the closing night of the Frank Sinatra Desert Classic golf tournament. ''
Esquire Esquire (, ; abbreviated Esq.) is usually a courtesy title. In the United Kingdom, ''esquire'' historically was a title of respect accorded to men of higher social rank, particularly members of the landed gentry above the rank of gentlema ...
'' reported of the show that Sinatra was "clear, tough, on the money" and "in absolute control". Sinatra was awarded the Legend Award at the
1994 Grammy Awards The 36th Annual Grammy Awards were held on March 1, 1994. They recognized accomplishments by musicians from the previous year. Whitney Houston was the Big Winner winning 3 awards including Record of the Year and Album of the Year while opening t ...
, where he was introduced by
Bono Paul David Hewson (born 10 May 1960), known by his stage name Bono (), is an Irish singer-songwriter, activist, and philanthropist. He is the lead vocalist and primary lyricist of the rock band U2. Born and raised in Dublin, he attended M ...
, who said of him, "Frank's the chairman of the bad attitude... Rock 'n roll plays at being tough, but this guy is the boss– the chairman of boss... I'm not going to mess with him, are you?" In 1995, to mark Sinatra's 80th birthday, the
Empire State Building The Empire State Building is a 102-story Art Deco skyscraper in Midtown Manhattan, New York City. The building was designed by Shreve, Lamb & Harmon and built from 1930 to 1931. Its name is derived from "Empire State", the nickname of the st ...
glowed blue. A star-studded birthday tribute, ''Sinatra: 80 Years My Way'', was held at the Shrine Auditorium in Los Angeles, featuring performers such as Ray Charles,
Little Richard Richard Wayne Penniman (December 5, 1932 – May 9, 2020), known professionally as Little Richard, was an American musician, singer, and songwriter. He was an influential figure in popular music and culture for seven decades. Described as the " ...
, Natalie Cole and
Salt-N-Pepa Salt-N-Pepa (also stylized as Salt 'N' Pepa or Salt 'N Pepa) is an American hip-hop group formed in New York City in 1985, that comprised Salt (Cheryl James), Pepa (Sandra Denton), and DJ Spinderella (Deidra Roper). Their debut album, ''Hot, C ...
singing his songs. At the end of the program Sinatra performed on stage for the last time to sing the final notes of the "Theme from New York, New York" with an ensemble. In recognition of his many years of association with Las Vegas, Sinatra was elected to the Gaming Hall of Fame in 1997.


Artistry

While Sinatra never learned how to read music well, he had a fine, natural understanding of it, and he worked very hard from a young age to improve his abilities in all aspects of music. He could follow a lead sheet (simplified sheet music showing a song's basic structure) during a performance by "carefully following the patterns and groupings of notes arranged on the page" and made his own notations to the music, using his ear to detect semitonal differences. Granata states that some of the most accomplished classically trained musicians soon noticed his musical understanding, and remarked that Sinatra had a "sixth sense", which "demonstrated unusual proficiency when it came to detecting incorrect notes and sounds within the orchestra". Sinatra was an aficionado of classical music, and would often request classical strains in his music, inspired by composers such as Puccini and
Impressionist Impressionism was a 19th-century art movement characterized by relatively small, thin, yet visible brush strokes, open composition, emphasis on accurate depiction of light in its changing qualities (often accentuating the effects of the passage ...
masters. His personal favorite was
Ralph Vaughan Williams Ralph Vaughan Williams, (; 12 October 1872– 26 August 1958) was an English composer. His works include operas, ballets, chamber music, secular and religious vocal pieces and orchestral compositions including nine symphonies, written over ...
. He would insist on always recording live with the band because it gave him a "certain feeling" to perform live surrounded by musicians. By the mid 1940s, such was his understanding of music that after hearing an air check of some compositions by
Alec Wilder Alexander Lafayette Chew Wilder (February 16, 1907 – December 24, 1980) was an American composer. Biography Wilder was born in Rochester, New York, United States, to a prominent family; the Wilder Building downtown (at the "Four Corners") ...
which were for strings and woodwinds, he became the conductor at Columbia Records for six of Wilder's compositions: "Air for Oboe", "Air for English Horn", "Air for Flute", "Air for Bassoon", "Slow Dance" and "Theme and Variations". The works, which combine elements of jazz and classical music, were considered by Wilder to have been among the finest renditions and recordings of his compositions, past or present. At one recording session with arranger Claus Ogerman and an orchestra, Sinatra heard "a couple of little strangers" in the string section, prompting Ogerman to make corrections to what were thought to be copyist's errors. Critic Gene Lees, a lyricist and the author of the words to the Jobim melody "This Happy Madness", expressed amazement when he heard Sinatra's recording of it on ''
Sinatra & Company ''Sinatra & Company'' is an album by American singer Frank Sinatra released in 1971. The first side of this album is in the bossa nova style, and the second side is influenced by soft rock, featuring two songs from John Denver. The bossa nova re ...
'' (1971), considering him to have delivered the lyrics to perfection. Voice coach John Quinlan was impressed by Sinatra's vocal range, remarking, "He has far more voice than people think he has. He can vocalize to a B-flat on top in full voice, and he doesn't need a mic either". As a singer, early on he was primarily influenced by Bing Crosby, but later believed that Tony Bennett was "the best singer in the business". Bennett also praised Sinatra himself, claiming that as a performer, he had "perfected the art of intimacy." According to Nelson Riddle, Sinatra had a "fairly rangy voice", remarking that "His voice has a very strident, insistent sound in the top register, a smooth lyrical sound in the middle register, and a very tender sound in the low. His voice is built on infinite taste, with an overall inflection of sex. He points everything he does from a sexual standpoint". Despite his heavy New Jersey accent, according to Richard Schuller, when Sinatra sang his accent was barely detectable, with his diction becoming "precise" and articulation "meticulous". His timing was impeccable, allowing him, according to Charles L. Granata, to "toy with the rhythm of a melody, bringing tremendous excitement to his reading of a lyric". Tommy Dorsey observed that Sinatra would "take a musical phrase and play it all the way through seemingly without breathing for eight, ten, maybe sixteen bars". Dorsey was a considerable influence on Sinatra's techniques for his vocal phrasing with his own exceptional breath control on the trombone, and Sinatra regularly swam and held his breath underwater, thinking of song lyrics to increase his breathing power. Arrangers such as Nelson Riddle and Anthony Fanzo found Sinatra to be a perfectionist who constantly drove himself and others around him, stating that his collaborators approached him with a sense of uneasiness because of his unpredictable and often volatile temperament. Granata comments that Sinatra was almost fanatically obsessed with perfection to the point that people began wondering if he was genuinely concerned about the music or showing off his power over others. On days when he felt that his voice was not right, he would know after only a few notes and would postpone the recording session until the following day, yet still pay his musicians. After a period of performing, Sinatra tired of singing a certain set of songs and was always looking for talented new songwriters and composers to work with. Once he found ones that he liked, he actively sought to work with them as often as he could, and made friends with many of them. He once told Sammy Cahn, who wrote songs for ''Anchors Aweigh'', "if you're not there Monday, I'm not there Monday". Over the years he recorded 87 of Cahn's songs, of which 24 were composed by
Jule Styne Jule Styne (; born Julius Kerwin Stein; December 31, 1905 – September 20, 1994) was an English-American songwriter and composer best known for a series of Broadway musicals, including several famous frequently-revived shows that also became s ...
, and 43 by Jimmy Van Heusen. The Cahn-Styne partnership lasted from 1942 until 1954, when Van Heusen succeeded him as Sinatra's main composer. Unlike many of his contemporaries, Sinatra insisted upon direct input regarding arrangements and tempos for his recordings. He would spend weeks thinking about the songs he wanted to record, and would keep an arranger in mind for each song. If it was a mellow love song, he would ask for Gordon Jenkins. If it was a "rhythm" number, he would think of Billy May, or perhaps Neil Hefti or some other favored arranger. Jenkins considered Sinatra's musical sense to be unerring. His changes to Riddle's charts would frustrate Riddle, yet he would usually concede that Sinatra's ideas were superior. Barbara Sinatra notes that Sinatra would almost always credit the songwriter at the end of each number, and would often make comments to the audience, such as "Isn't that a pretty ballad" or "Don't you think that's the most marvelous love song", delivered with "childlike delight". She states that after each show, Sinatra would be "in a buoyant, electrically charged mood, a post-show high that would take him hours to come down from as he quietly relived every note of the performance he'd just given". Sinatra's split with Gardner in the fall of 1953 had a profound impact on the types of songs he sang and on his voice. He began to console himself in songs with a "brooding melancholy", such as " I'm a Fool to Want You", " Don't Worry 'Bout Me", " My One and Only Love" and " There Will Never Be Another You", which Riddle believed was the direct influence of Ava Gardner. Lahr comments that the new Sinatra was "not the gentle boy balladeer of the forties. Fragility had gone from his voice, to be replaced by a virile adult's sense of happiness and hurt". Author Granata considered Sinatra a "master of the art of recording", noting that his work in the studio "set him apart from other gifted vocalists". During his career he made over 1000 recordings. Recording sessions would typically last three hours, though Sinatra would always prepare for them by spending at least an hour by the piano beforehand to vocalize, followed by a short rehearsal with the orchestra to ensure the balance of sound. During his Columbia years Sinatra used an RCA 44 microphone, which Granata describes as "the 'old-fashioned' microphone which is closely associated with Sinatra's crooner image of the 1940s", though when performing on talk shows later he used a bullet-shaped RCA 77. At Capitol he used a Neumann U47, an "ultra-sensitive" microphone which better captured the timbre and tone of his voice. In the 1950s, Sinatra's career was facilitated by developments in technology. Up to sixteen songs could now be held by the twelve-inch L.P., and this allowed Sinatra to use song in a novelistic way, turning each track in a kind of chapter, which built and counterpointed moods to illuminate a larger theme". Santopietro writes that through the 1950s and well into the 1960s, "Every Sinatra LP was a masterpiece of one sort of another, whether uptempo, torch song, or swingin' affairs. Track after track, the brilliant concept albums redefined the nature of pop vocal art".


Film career


Debut, musical films, and career slump (1941–1952)

Sinatra attempted to pursue an acting career in Hollywood in the early 1940s. While films appealed to him, being exceptionally self-confident, he was rarely enthusiastic about his own acting, once remarking that "pictures stink". Sinatra made his film debut performing in an uncredited sequence in ''
Las Vegas Nights ''Las Vegas Nights'' is a 1941 American comedy film directed by Ralph Murphy and written by Ernest Pagano, Harry Clork and Eddie Welch. The film stars Phil Regan, Bert Wheeler, Constance Moore, Virginia Dale, Lillian Cornell, Betty Brewer ...
'' (1941), singing "I'll Never Smile Again" with Tommy Dorsey's Pied Pipers. He had a cameo role along with Duke Ellington and Count Basie in Charles Barton's ''
Reveille with Beverly ''Reveille with Beverly'' is a 1943 American musical film starring Ann Miller, Franklin Pangborn, and Larry Parks directed by Charles Barton, released by Columbia Pictures, based on the ''Reveille with Beverly'' radio show hosted by Jean Rut ...
'' (1943), making a brief appearance singing " Night and Day". Next, he was given leading roles in '' Higher and Higher'' and '' Step Lively'' (both 1944) for RKO. Metro-Goldwyn-Mayer cast Sinatra opposite
Gene Kelly Eugene Curran Kelly (August 23, 1912 – February 2, 1996) was an American actor, dancer, singer, filmmaker, and choreographer. He was known for his energetic and athletic dancing style and sought to create a new form of American dance accessibl ...
and Kathryn Grayson in the Technicolor musical '' Anchors Aweigh'' (1945), in which he played a sailor on leave in Hollywood for four days. A major success, it garnered several Academy Award wins and nominations, and the song " I Fall in Love Too Easily", sung by Sinatra in the film, was nominated for the
Academy Award for Best Original Song The Academy Award for Best Original Song is one of the awards given annually to people working in the motion picture industry by the Academy of Motion Picture Arts and Sciences (AMPAS). It is presented to the ''songwriters'' who have composed th ...
. He briefly appeared at the end of Richard Whorf's commercially successful '' Till the Clouds Roll By'' (1946), a Technicolor musical biopic of Jerome Kern, in which he sang "
Ol' Man River "Ol' Man River" is a show tune from the 1927 musical ''Show Boat'' with music by Jerome Kern and lyrics by Oscar Hammerstein II. The song contrasts the struggles and hardships of African Americans with the endless, uncaring flow of the Mississipp ...
". Sinatra co-starred again with Gene Kelly in the Technicolor musical '' Take Me Out to the Ball Game'' (1949), in which Sinatra and Kelly play baseball players who are part-time vaudevillians. He teamed up with Kelly for a third time in '' On the Town'' (also 1949), playing a sailor on leave in New York City. The film remains rated very highly by critics, and in 2006 it ranked No. 19 on the
American Film Institute The American Film Institute (AFI) is an American nonprofit film organization that educates filmmakers and honors the heritage of the motion picture arts in the United States. AFI is supported by private funding and public membership fees. Leade ...
's list of best musicals. Both '' Double Dynamite'' (1951), an RKO Irving Cummings comedy produced by Howard Hughes, and
Joseph Pevney Joseph Pevney (September 15, 1911 – May 18, 2008) was an American film and television director.
's '' Meet Danny Wilson'' (1952) failed to make an impression. The '' New York World Telegram and Sun'' ran the headline "Gone on Frankie in '42; Gone in '52".


Career comeback and prime (1953–1959)

Fred Zinnemann's '' From Here to Eternity'' (1953) deals with the tribulations of three soldiers, played by
Burt Lancaster Burton Stephen Lancaster (November 2, 1913 – October 20, 1994) was an American actor and producer. Initially known for playing tough guys with a tender heart, he went on to achieve success with more complex and challenging roles over a 45-yea ...
, Montgomery Clift, and Sinatra, stationed on Hawaii in the months leading up to the attack on Pearl Harbor. Sinatra had long been desperate to find a film role which would bring him back into the spotlight, and Columbia Pictures boss
Harry Cohn Harry Cohn (July 23, 1891 – February 27, 1958) was a co-founder, president, and production director of Columbia Pictures Corporation. Life and career Cohn was born to a working-class Jewish family in New York City. His father, Joseph Cohn, wa ...
had been inundated by appeals from people across Hollywood to give Sinatra a chance to star as "Maggio" in the film. During production, Montgomery Clift became a close friend, and Sinatra later professed that he "learned more about acting from him than anybody I ever knew before". After several years of critical and commercial decline, his
Academy Award for Best Supporting Actor The Academy Award for Best Supporting Actor is an award presented annually by the Academy of Motion Picture Arts and Sciences (AMPAS). It is given in honor of an actor who has delivered an outstanding performance in a supporting role while worki ...
win helped him regain his position as the top recording artist in the world. His performance also won a
Golden Globe Award for Best Supporting Actor – Motion Picture The Golden Globe Award for Best Supporting Actor – Motion Picture is a Golden Globe Award that was first awarded by the Hollywood Foreign Press Association in 1944 for a performance in a motion picture released in the previous year. The formal ...
. The ''Los Angeles Examiner'' wrote that Sinatra is "simply superb, comical, pitiful, childishly brave, pathetically defiant", commenting that his death scene is "one of the best ever photographed". Sinatra starred opposite
Doris Day Doris Day (born Doris Mary Kappelhoff; April 3, 1922 – May 13, 2019) was an American actress, singer, and activist. She began her career as a big band singer in 1939, achieving commercial success in 1945 with two No. 1 recordings, " Sent ...
in the musical film '' Young at Heart'' (1954), and earned critical praise for his performance as a psychopathic killer posing as an FBI agent opposite Sterling Hayden in the
film noir Film noir (; ) is a cinematic term used primarily to describe stylish Hollywood crime dramas, particularly those that emphasize cynical attitudes and motivations. The 1940s and 1950s are generally regarded as the "classic period" of American ' ...
'' Suddenly'' (also 1954). Sinatra was nominated for an
Academy Award for Best Actor The Academy Award for Best Actor is an award presented annually by the Academy of Motion Picture Arts and Sciences (AMPAS). It is given to an actor who has delivered an outstanding performance in a leading role in a film released that year. The ...
and BAFTA Award for Best Actor in a Leading Role for his role as a heroin addict in '' The Man with the Golden Arm'' (1955). After roles in '' Guys and Dolls'', and '' The Tender Trap'' (both 1955), Sinatra was nominated for a BAFTA Award for Best Actor in a Leading Role for his role as a medical student in
Stanley Kramer Stanley Earl Kramer (September 29, 1913February 19, 2001) was an American film director and producer, responsible for making many of Hollywood's most famous "message picture, message films" (he would call his movies ''heavy dramas'') and a libera ...
's directorial début, '' Not as a Stranger'' (also 1955). During production, Sinatra got drunk with Robert Mitchum and
Broderick Crawford William Broderick Crawford (December 9, 1911 – April 26, 1986) was an American stage, film, radio, and television actor, often cast in tough-guy roles and best known for his Oscar- and Golden Globe-winning portrayal of Willie Stark in ''All t ...
and trashed Kramer's dressing room. Kramer vowed at the time to never hire Sinatra again, and later regretted casting him as a Spanish guerrilla leader in '' The Pride and the Passion'' (1957). Sinatra featured alongside
Bing Crosby Harry Lillis "Bing" Crosby Jr. (May 3, 1903 – October 14, 1977) was an American singer, musician and actor. The first multimedia star, he was one of the most popular and influential musical artists of the 20th century worldwide. He was a ...
and Grace Kelly in '' High Society'' (1956) for MGM, earning a reported $250,000 for the picture. The public rushed to the cinemas to see Sinatra and Crosby together on-screen, and it ended up earning over $13million at the box office, becoming one of the highest-grossing pictures of its year. He starred opposite Rita Hayworth and Kim Novak in George Sidney's '' Pal Joey'' (1957), Sinatra, for which he won for the
Golden Globe Award for Best Actor – Motion Picture Musical or Comedy The Golden Globe Award for Best Actor in a Motion Picture – Musical or Comedy is a Golden Globe Award presented annually by the Hollywood Foreign Press Association. It is given in honor of an actor who has delivered an outstanding performance i ...
. Santopietro considers the scene in which Sinatra sings " The Lady Is a Tramp" to Hayworth to have been the finest moment of his film career. He next portrayed comedian Joe E. Lewis in '' The Joker Is Wild'' (also 1957); the song " All the Way" won the
Academy Award for Best Original Song The Academy Award for Best Original Song is one of the awards given annually to people working in the motion picture industry by the Academy of Motion Picture Arts and Sciences (AMPAS). It is presented to the ''songwriters'' who have composed th ...
. By 1958, Sinatra was one of the ten biggest box office draws in the United States, appearing with Dean Martin and
Shirley MacLaine Shirley MacLaine (born Shirley MacLean Beaty, April 24, 1934) is an American actress, author, and former dancer. Known for her portrayals of quirky, strong-willed and eccentric women, MacLaine has received numerous accolades over her seven-dec ...
in Vincente Minnelli's '' Some Came Running'' and '' Kings Go Forth'' (both 1958) with Tony Curtis and Natalie Wood. " High Hopes", sung by Sinatra in the
Frank Capra Frank Russell Capra (born Francesco Rosario Capra; May 18, 1897 – September 3, 1991) was an Italian-born American film director, producer and writer who became the creative force behind some of the major award-winning films of the 1930s ...
comedy, ''
A Hole in the Head ''A Hole in the Head'' (1959) is a DeLuxe Color comedy film, shown in CinemaScope, directed by Frank Capra, featuring Frank Sinatra, Edward G. Robinson, Eleanor Parker, Keenan Wynn, Carolyn Jones, Thelma Ritter, Dub Taylor, Ruby Dandridge, ...
'' (1959), won the Academy Award for Best Original Song, and became a chart hit, lasting on the Hot 100 for 17 weeks.


Later career (1960–1980)

Due to an obligation he owed to
20th Century Fox 20th Century Studios, Inc. (previously known as 20th Century Fox) is an American film production company headquartered at the Fox Studio Lot in the Century City area of Los Angeles. As of 2019, it serves as a film production arm of Walt Dis ...
for walking off the set of Henry King's ''
Carousel A carousel or carrousel (mainly North American English), merry-go-round (List of sovereign states, international), roundabout (British English), or hurdy-gurdy (an old term in Australian English, in South Australia, SA) is a type of amusement ...
'' (1956), Sinatra starred opposite
Shirley MacLaine Shirley MacLaine (born Shirley MacLean Beaty, April 24, 1934) is an American actress, author, and former dancer. Known for her portrayals of quirky, strong-willed and eccentric women, MacLaine has received numerous accolades over her seven-dec ...
,
Maurice Chevalier Maurice Auguste Chevalier (; 12 September 1888 – 1 January 1972) was a French singer, actor and entertainer. He is perhaps best known for his signature songs, including " Livin' In The Sunlight", " Valentine", "Louise", " Mimi", and "Thank Hea ...
and Louis Jourdan in '' Can-Can'' (1960). He earned $200,000 and 25% of the profits for the performance. Around the same time, he starred in the Las Vegas-set '' Ocean's 11'' (also 1960), the first film to feature the Rat Pack together and the start of a "new era of screen cool" for Santopietro. Sinatra personally financed the film, and paid Martin and Davis fees of $150,000 and $125,000 respectively, sums considered exorbitant for the period. He had a leading role opposite
Laurence Harvey Laurence Harvey (born Zvi Mosheh Skikne; 1 October 192825 November 1973) was a Lithuanian-born British actor and film director. He was born to Lithuanian Jewish parents and emigrated to South Africa at an early age, before later settling in th ...
in '' The Manchurian Candidate'' (1962), which he considered to be the role he was most excited about and the high point of his film career. Vincent Canby, writing for the magazine ''Variety'', found the portrayal of Sinatra's character to be "a wide-awake pro creating a straight, quietly humorous character of some sensitivity." He appeared with the Rat Pack in the western '' Sergeants 3'' (also 1962), following it with '' 4 for Texas'' (1963). For his performance in '' Come Blow Your Horn'' (also 1963) adapted from the Neil Simon play, he was nominated for the
Golden Globe Award The Golden Globe Awards are accolades bestowed by the Hollywood Foreign Press Association beginning in January 1944, recognizing excellence in both American and international film and television. Beginning in 2022, there are 105 members of t ...
for Best Actor– Motion Picture Musical or Comedy. Sinatra directed '' None but the Brave'' (1965), and '' Von Ryan's Express'' (1965) was a major success, However, in the mid 1960s,
Brad Dexter Brad Dexter (born Boris Michel Soso; April 9, 1917 – December 12, 2002) was an American actor and film producer. He is known for tough-guy and western roles, including the 1960 film ''The Magnificent Seven'' (1960), and producing several fil ...
wanted to "breathe new life" into Sinatra's film career by helping him display the same professional pride in his films as he did his recordings. On one occasion, he gave Sinatra Anthony Burgess's novel '' A Clockwork Orange'' (1962) to read, with the idea of making a film, but Sinatra thought it had no potential and did not understand a word. In the late 1960s, Sinatra became known for playing detectives, including Tony Rome in '' Tony Rome'' (1967) and its sequel '' Lady in Cement'' (1968). He also played a similar role in '' The Detective'' (1968). Sinatra starred opposite
George Kennedy George Harris Kennedy Jr. (February 18, 1925 – February 28, 2016) was an American actor who appeared in more than 100 film and television productions. He played "Dragline" opposite Paul Newman in ''Cool Hand Luke'' (1967), winning the Academ ...
in the western '' Dirty Dingus Magee'' (1970), an "abysmal" affair according to Santopietro, which was panned by the critics. The following year, Sinatra received a Golden Globe Cecil B. DeMille Award and had intended to play Detective Harry Callahan in '' Dirty Harry'' (1971), but had to turn the role down due to developing Dupuytren's contracture in his hand. Sinatra's last major film role was opposite Faye Dunaway in Brian G. Hutton's '' The First Deadly Sin'' (1980). Santopietro said that as a troubled New York City homicide cop, Sinatra gave an "extraordinarily rich", heavily layered characterization, one which "made for one terrific farewell" to his film career.


Television and radio career

After beginning on the '' Major Bowes Amateur Hour'' radio show with the Hoboken Four in 1935, and later WNEW and WAAT in Jersey City, Sinatra became the star of radio shows of his own on NBC and CBS from the early 1940s to the mid-1950s. In 1942, Sinatra hired arranger Axel Stordahl away from Tommy Dorsey before he began his first radio program that year, keeping Stordahl with him for all of his radio work. By the end of 1942, he was named the "Most Popular Male Vocalist on Radio" in a ''DownBeat'' poll. Early on he frequently worked with The Andrews Sisters on radio, and they would appear as guests on each other's shows, as well as on many USO shows broadcast to troops via the Armed Forces Radio Service (AFRS). He appeared as a special guest in the sisters' ABC ''Eight-to-the-Bar Ranch'' series, while the trio in turn guested on his '' Songs by Sinatra'' series on CBS. Sinatra had two stints as a regular member of cast of '' Your Hit Parade''; his first was from 1943 to 1945, and second was from 1946 to May 28, 1949, during which he was paired with the then-new girl singer,
Doris Day Doris Day (born Doris Mary Kappelhoff; April 3, 1922 – May 13, 2019) was an American actress, singer, and activist. She began her career as a big band singer in 1939, achieving commercial success in 1945 with two No. 1 recordings, " Sent ...
. Starting in September 1949, the BBD&O advertising agency produced a radio series starring Sinatra for Lucky Strike called ''Light Up Time''– some 176 15-minute shows which featured Frank and Dorothy Kirsten singing– which lasted through to May 1950. In October 1951, the second season of '' The Frank Sinatra Show'' began on
CBS Television CBS Broadcasting Inc., commonly shortened to CBS, the abbreviation of its former legal name Columbia Broadcasting System, is an American commercial broadcast television and radio network serving as the flagship property of the CBS Entertainmen ...
. Ultimately, Sinatra did not find the success on television for which he had hoped. Santopietro writes that Sinatra "simply never appeared fully at ease on his own television series, his edgy, impatient personality conveying a pent up energy on the verge of exploding". In 1953, Sinatra starred in the NBC radio program '' Rocky Fortune'', portraying Rocco Fortunato (a.k.a. Rocky Fortune), a "footloose and fancy free" temporary worker for the Gridley Employment Agency who stumbles into crime-solving. The series aired on NBC radio Tuesday nights from October 1953 to March 1954. In 1957, Sinatra formed a three-year $3million contract with ABC to launch '' The Frank Sinatra Show'', featuring himself and guests in 36 half-hour shows. ABC agreed to allow Sinatra's Hobart Productions to keep 60% of the residuals, and bought stock in Sinatra's film production unit, Kent Productions, guaranteeing him $7million. Though an initial critical success upon its debut on October 18, 1957, it soon attracted negative reviews from ''Variety'' and '' The New Republic'', and '' The Chicago Sun-Times'' thought that Sinatra and frequent guest Dean Martin "performed like a pair of adult delinquents", "sharing the same cigarette and leering at girls". In return, Sinatra later made numerous appearances on '' The Dean Martin Show'' and Martin's TV specials. Sinatra's fourth and final Timex TV special, '' Welcome Home Elvis'', was broadcast in March 1960, earning massive viewing figures. During the show, he performed a duet with Presley, who sang Sinatra's 1957 hit " Witchcraft" with the host performing the 1956 Presley classic " Love Me Tender". Sinatra had previously been highly critical of Elvis Presley and rock and roll in the 1950s, describing it as a "deplorable, a rancid smelling aphrodisiac" which "fosters almost totally negative and destructive reactions in young people." A
CBS News CBS News is the news division of the American television and radio service CBS. CBS News television programs include the ''CBS Evening News'', ''CBS Mornings'', news magazine programs '' CBS News Sunday Morning'', '' 60 Minutes'', and '' 48 H ...
special about the singer's 50th birthday, '' Frank Sinatra: A Man and His Music'', was broadcast on November 16, 1965, and garnered both an Emmy award and a
Peabody Award The George Foster Peabody Awards (or simply Peabody Awards or the Peabodys) program, named for the American businessman and philanthropist George Peabody, honor the most powerful, enlightening, and invigorating stories in television, radio, and ...
. According his musical collaboration with Jobim and Ella Fitzgerald in 1967, Sinatra appeared in the TV special, ''
A Man and His Music + Ella + Jobim A, or a, is the first letter and the first vowel of the Latin alphabet, used in the modern English alphabet, the alphabets of other western European languages and others worldwide. Its name in English is ''a'' (pronounced ), plural ''aes'' ...
'', which was broadcast on CBS on November 13. When Sinatra came out of retirement in 1973, he released both an album and appeared in a TV special named ''Ol' Blue Eyes Is Back''. The TV special was highlighted by a dramatic reading of " Send in the Clowns" and a song-and-dance sequence with former co-star Gene Kelly. In the late 1970s,
John Denver Henry John Deutschendorf Jr. (December 31, 1943 – October 12, 1997), known professionally as John Denver, was an American singer-songwriter, guitarist, actor, activist, and humanitarian whose greatest commercial success was as a solo singe ...
appeared as a guest in the ''Sinatra and Friends'' ABC-TV Special, singing "September Song" as a duet. Sinatra starred as a detective in '' Contract on Cherry Street'' (1977), cited as his "one starring role in a dramatic television film". Ten years later, he made a guest appearance opposite Tom Selleck in '' Magnum, P.I.'', playing a retired policeman who teams up with Selleck to find his granddaughter's murderer. Shot in January 1987, the episode aired on CBS on February 25.


Personal life

Sinatra had three children, Nancy (born 1940), Frank Jr. (1944–2016) and
Tina Tina may refer to: People *Tina (given name), people and fictional characters with the given name ''Tina'' Places *Tina, Iran, a village in Khuzestan Province, Iran *Tina, Tunisia, a town in Sfax Governorate, Tunisia * Tina, Guadalcanal, Solomon ...
(born 1948), with his first wife, Nancy Sinatra (née Barbato, 1917–2018), to whom he was married from 1939 to 1951. Sinatra had met Barbato in
Long Branch, New Jersey Long Branch is a beachside City (New Jersey), city in Monmouth County, New Jersey, Monmouth County, in the U.S. state of New Jersey. As of the 2010 United States census, 2010 U.S. census, the city's population was 30,719,< ...
in the summer of 1934, while working as a
lifeguard A lifeguard is a rescuer who supervises the safety and rescue of swimmers, surfers, and other water sports participants such as in a swimming pool, water park, beach, spa, river and lake. Lifeguards are trained in swimming and CPR/ AED first a ...
. He agreed to marry her after an incident at "The Rustic Cabin" which led to his arrest. Sinatra had numerous extramarital affairs, and gossip magazines published details of affairs with women including Marilyn Maxwell, Lana Turner, and Joi Lansing. Sinatra was married to Hollywood actress Ava Gardner from 1951 to 1957. It was a turbulent marriage with many well-publicized fights and altercations. The couple formally announced their separation on October 29, 1953, through MGM. Gardner filed for divorce in June 1954, at a time when she was dating matador
Luis Miguel Dominguín Luis Miguel González Lucas (9 November 1926 – 8 May 1996), better known as Luis Miguel Dominguín, was a bullfighter from Spain and son of noteworthy bullfighter, Domingo Dominguín. Dominguín adopted his father's name to gain popularity. ...
, but the divorce was not settled until 1957. Sinatra continued to feel very strongly for her, and they remained friends for life. He was still dealing with her finances in 1976. Sinatra reportedly broke off engagements to
Lauren Bacall Lauren Bacall (; born Betty Joan Perske; September 16, 1924 – August 12, 2014) was an American actress. She was named the 20th-greatest female star of classic Hollywood cinema by the American Film Institute and received an Academy Honorary Aw ...
in 1958 and Juliet Prowse in 1962. He was also romantically linked to Pat Sheehan,
Vikki Dougan Vikki Dougan (born Edith Tooker, January 1, 1929) is an American former model and actress. Early Years Dougan was born in Brooklyn. Her mother was a librarian and her father was an insurance salesman. Her father left the family when Dougan was ...
, and Kipp Hamilton. He married Mia Farrow on July 19, 1966, a short marriage that ended with divorce in Mexico in August 1968. They remained close friends for life, and in a 2013 interview Farrow said that Sinatra might be the father of her son Ronan Farrow (born 1987). In a 2015 ''CBS Sunday Morning'' interview, Nancy Sinatra dismissed the claim as "nonsense". Sinatra was married to Barbara Marx from 1976 until his death. The couple married on July 11, 1976, at
Sunnylands Sunnylands, the former Annenberg Estate, located in Rancho Mirage, California, is a estate currently run by The Annenberg Foundation Trust at Sunnylands, a not-for-profit organization. The property was owned by Walter and Leonore Annenberg ...
, in Rancho Mirage, California, the estate of media magnate Walter Annenberg. Sinatra was close friends with
Jilly Rizzo Ermenegildo "Jilly" Rizzo (May 6, 1917 – May 6, 1992) was an American restaurateur and entertainer. Career As a young man, Rizzo worked with his father delivering Italian ice to cafes. Rizzo opened Jilly's Saloon, a lounge on West 49th Stre ...
, songwriter Jimmy Van Heusen, golfer Ken Venturi, comedian Pat Henry and baseball manager Leo Durocher. In his spare time, he enjoyed listening to classical music and attended concerts when he could. He swam daily in the Pacific Ocean, finding it to be therapeutic and giving him much-needed solitude. He often played golf with Venturi at the course in Palm Springs, where he lived, and liked painting, reading, and building model railways. Though Sinatra was critical of the Church on numerous occasions and had a pantheistic, Einstein-like view of God in his earlier life, he was inducted into the Catholic Sovereign Military Order of Malta in 1976, and he turned to Catholicism for healing after his mother died in a plane crash in 1977. He died as a practicing Catholic and had a Catholic burial.


Style and personality

Sinatra was known for his immaculate sense of style. He spent lavishly on expensive custom-tailored tuxedos and stylish pin-striped suits, which made him feel wealthy and important, and that he was giving his very best to the audience. He was also obsessed with cleanliness—while with the Tommy Dorsey band he developed the nickname "Lady Macbeth", because of frequent showering and switching his outfits. His deep blue eyes earned him the popular nickname "Ol' Blue Eyes". For Santopietro, Sinatra was the personification of America in the 1950s: "cocky, eye on the main chance, optimistic, and full of the sense of possibility". Barbara Sinatra wrote, "A big part of Frank's thrill was the sense of danger that he exuded, an underlying, ever-present tension only those closest to him knew could be defused with humor". Cary Grant, a friend of Sinatra, stated that Sinatra was the "most honest person he'd ever met", who spoke "a simple truth, without artifice which scared people", and was often moved to tears by his performances. Jo-Caroll Dennison commented that he possessed "great inner strength", and that his energy and drive were "enormous". A workaholic, he reportedly only slept four hours a night on average. Throughout his life, Sinatra had mood swings and bouts of mild to severe depression, stating to an interviewer in the 1950s that "I have an over-acute capacity for sadness as well as elation". Barbara Sinatra stated that he would "snap at anyone for the slightest misdemeanor", while Van Heusen said that when Sinatra got drunk it was "best to disappear". Sinatra's mood swings often developed into violence, directed at people he felt had crossed him, particularly journalists who gave him scathing reviews, publicists, and photographers. According to Rojek he was "capable of deeply offensive behavior that smacked of a persecution complex". He received negative press for fights with Lee Mortimer in 1947, photographer Eddie Schisser in Houston in 1950, Judy Garland's publicist Jim Byron on the
Sunset Strip The Sunset Strip is the stretch of Sunset Boulevard that passes through the city of West Hollywood, California. It extends from West Hollywood's eastern border with the city of Los Angeles near Marmont Lane to its western border with Beverly H ...
in 1954, and for a confrontation with '' Washington Post'' journalist Maxine Cheshire in 1973, in which he implied that she was a cheap prostitute. His feud with then-'' Chicago Sun Times'' columnist
Mike Royko Michael Royko Jr. (September 19, 1932 – April 29, 1997) was an American newspaper columnist from Chicago. Over his 30-year career, he wrote over 7,500 daily columns for the ''Chicago Daily News'', the ''Chicago Sun-Times'', and the ''Chicago ...
began when Royko wrote a column questioning why Chicago police offered free protection to Sinatra when the singer had his own security. Sinatra fired off an angry letter in response calling Royko a "pimp", and threatening to "punch you in the mouth" for speculating that he wore a toupée. Royko auctioned the letter, the proceeds going to the
Salvation Army Salvation (from Latin: ''salvatio'', from ''salva'', 'safe, saved') is the state of being saved or protected from harm or a dire situation. In religion and theology, ''salvation'' generally refers to the deliverance of the soul from sin and its c ...
. The winner of the auction was Vie Carlson, mother of Bun E. Carlos of the rock group Cheap Trick. After appearing on '' Antiques Roadshow'', Carlson consigned the letter to
Freeman's Auctioneers & Appraisers Freeman's, formerly known as Samuel T. Freeman & Co., is an auction house in Philadelphia, Pennsylvania, United States. It was founded in 1805 by Tristram B. Freeman, a print seller who came to America from London. History After an order from ...
, which auctioned it in 2010. Sinatra was also known for his generosity, particularly after his comeback. Kelley notes that when Lee J. Cobb nearly died from a heart attack in June 1955, Sinatra flooded him with "books, flowers, delicacies", paid his hospital bills, and visited him daily, telling him that his "finest acting" was yet to come. In another instance, after an argument with manager Bobby Burns, rather than apologize, Sinatra bought him a brand new
Cadillac The Cadillac Motor Car Division () is a division of the American automobile manufacturer General Motors (GM) that designs and builds luxury vehicles. Its major markets are the United States, Canada, and China. Cadillac models are distributed i ...
.


Alleged organized-crime links and Cal Neva Lodge

Sinatra became the stereotype of the "tough working-class Italian American," something which he embraced. He said that if it had not been for his interest in music, he would have likely ended up in a life of crime. Willie Moretti was Sinatra's godfather and the notorious underboss of the Genovese crime family, and he helped Sinatra in exchange for kickbacks and was reported to have intervened in releasing Sinatra from his contract with Tommy Dorsey. Sinatra was present at the Mafia
Havana Conference The Havana Conference of 1946 was a historic meeting of United States Mafia and Cosa Nostra leaders in Havana, Cuba. Supposedly arranged by Charles "Lucky" Luciano, the conference was held to discuss important mob policies, rules, and business i ...
in 1946, and the press learned of his being there with
Lucky Luciano Charles "Lucky" Luciano (, ; born Salvatore Lucania ; November 24, 1897 – January 26, 1962) was an Italian-born gangster who operated mainly in the United States. Luciano started his criminal career in the Five Points gang and was instrumenta ...
. One newspaper published the headline "Shame, Sinatra". He was reported to be a good friend of mobster Sam Giancana, and the two men were seen playing golf together. Kelley quotes Jo-Carrol Silvers that Sinatra "adored" Bugsy Siegel, and boasted to friends about him and how many people Siegel had killed. Kelley says that Sinatra and mobster
Joseph Fischetti Rocco Fischetti, also known as "Rocky" and "Ralph Fisher" (March 24, 1903 – July 5, 1964), was a Chicago mobster with the Chicago Outfit criminal organization who ran many illegal gambling operations. Fischetti also accompanied singer Frank ...
had been good friends from 1938 onward, and acted like "Sicilian brothers". She also states that Sinatra and Hank Sanicola were financial partners with Mickey Cohen in the gossip magazine ''Hollywood Night Life''. The FBI kept records amounting to 2,403 pages on Sinatra, who was a natural target with his alleged Mafia ties, his ardent
New Deal The New Deal was a series of programs, public work projects, financial reforms, and regulations enacted by President Franklin D. Roosevelt in the United States between 1933 and 1939. Major federal programs agencies included the Civilian Cons ...
politics, and his friendship with John F. Kennedy. The FBI kept him under surveillance for almost five decades beginning in the 1940s. The documents include accounts of Sinatra as the target of death threats and extortion schemes. The FBI documented that Sinatra was losing esteem with the Mafia as he grew closer to President Kennedy, whose younger brother Attorney General Robert F. Kennedy was leading a crackdown on organized crime. Sinatra said he was not involved: "Any report that I fraternized with goons or racketeers is a vicious lie". In 1960, Sinatra bought a share in the Cal Neva Lodge & Casino, a casino hotel that straddles the California-Nevada state line on the north shores of
Lake Tahoe Lake Tahoe (; was, Dáʔaw, meaning "the lake") is a Fresh water, freshwater lake in the Sierra Nevada (U.S.), Sierra Nevada of the United States. Lying at , it straddles the state line between California and Nevada, west of Carson City, Nevad ...
. Sinatra built the Celebrity Room theater which attracted his show business friends Red Skelton, Marilyn Monroe, Victor Borge, Joe E. Lewis, Lucille Ball,
Lena Horne Lena Mary Calhoun Horne (June 30, 1917 – May 9, 2010) was an American dancer, actress, singer, and civil rights activist. Horne's career spanned more than seventy years, appearing in film, television, and theatre. Horne joined the chorus of th ...
, Juliet Prowse, the McGuire Sisters, and others. By 1962, he reportedly held a 50-percent share in the hotel. Sinatra's gambling license was temporarily stripped by the Nevada Gaming Control Board in 1963 after Giancana was spotted on the premises. Due to ongoing pressure from the FBI and Nevada Gaming Commission on mobster control of casinos, Sinatra agreed to give up his share in Cal Neva and the Sands. That year, his son Frank Jr. was kidnapped but was eventually released unharmed. Sinatra's gambling license was restored in February 1981, following support from
Ronald Reagan Ronald Wilson Reagan ( ; February 6, 1911June 5, 2004) was an American politician, actor, and union leader who served as the 40th president of the United States from 1981 to 1989. He also served as the 33rd governor of California from 1967 ...
.


Politics and activism

Sinatra held varied political views throughout his life. His mother, Dolly Sinatra (1896–1977), was a
Democratic Party Democratic Party most often refers to: *Democratic Party (United States) Democratic Party and similar terms may also refer to: Active parties Africa *Botswana Democratic Party *Democratic Party of Equatorial Guinea *Gabonese Democratic Party *Demo ...
ward leader, and after meeting President Franklin D. Roosevelt in 1944, he subsequently heavily campaigned for the Democrats in the 1944 presidential election. According to Jo Carroll Silvers, in his younger years Sinatra had "ardent liberal" sympathies, and was "so concerned about poor people that he was always quoting Henry Wallace". He was outspoken against racism, particularly toward black people and Italians, from a young age. In the early 1950s, he was among those who campaigned to combine the racially segregated musicians unions in Los Angeles. In November 1945 Sinatra was invited by the mayor of Gary, Indiana, to try to settle a strike by white students of Froebel High School against the "Pro-Negro" policies of the new principal. His comments, while praised by liberal publications, led to accusations by some that he was a
Communist Communism (from Latin la, communis, lit=common, universal, label=none) is a far-left sociopolitical, philosophical, and economic ideology and current within the socialist movement whose goal is the establishment of a communist society, a s ...
, which he said were not true. In the 1948 presidential election, Sinatra actively campaigned for President Harry S. Truman. In 1952 and 1956, he also campaigned for
Adlai Stevenson Adlai Stevenson may refer to: * Adlai Stevenson I (1835–1914), U.S. Vice President (1893–1897) and Congressman (1879–1881) * Adlai Stevenson II (1900–1965), Governor of Illinois (1949–1953), U.S. presidential candida ...
. Of all the U.S. presidents he associated with during his career, he was closest to John F. Kennedy. Sinatra often invited Kennedy to Hollywood and Las Vegas, and the two would womanize and enjoy parties together. In January 1961, Sinatra and Peter Lawford organized the Inaugural Gala in Washington, D.C., held on the evening before President Kennedy was sworn into office. After taking office, Kennedy distanced himself from Sinatra, due in part to the singer's ties with the Mafia. His brother Robert, who was serving as Attorney General and was known for urging FBI director J. Edgar Hoover to conduct more crackdowns on the Mafia, was distrustful of Sinatra. In 1962, Sinatra was snubbed by the President during his visit to his Palm Springs home when Kennedy stayed with the Republican Bing Crosby instead, citing FBI concerns about Sinatra's alleged connections to organized crime. Crosby's affiliations with the mafia were less publicly known; however, Sinatra spared no expense upgrading the facilities at his home in anticipation of the President's visit, fitting it with a heliport, which he later smashed with a sledgehammer upon being rejected. Despite the snub, when he learned of Kennedy's assassination he reportedly sobbed in his bedroom for three days. Sinatra worked with Hubert H. Humphrey in 1968, and remained a supporter of the Democratic Party until the early 1970s. Although still a registered Democrat, Sinatra endorsed Republican
Ronald Reagan Ronald Wilson Reagan ( ; February 6, 1911June 5, 2004) was an American politician, actor, and union leader who served as the 40th president of the United States from 1981 to 1989. He also served as the 33rd governor of California from 1967 ...
for a second term as
Governor of California The governor of California is the head of government of the U.S. state of California. The governor is the commander-in-chief of the California National Guard and the California State Guard. Established in the Constitution of California, the g ...
in 1970. He officially changed allegiance in July 1972 when he supported Richard Nixon for re-election in the 1972 presidential election. In the 1980 presidential election, Sinatra supported Ronald Reagan and donated $4million to Reagan's campaign. Sinatra arranged Reagan's Presidential gala, as he had done for Kennedy 20 years previously. In 1985, Reagan presented Sinatra with the Presidential Medal of Freedom, remarking, "His love of country, his generosity for those less fortunate... make him one of our most remarkable and distinguished Americans." Santopietro notes that Sinatra was a "lifelong sympathizer with Jewish causes". He was awarded the
Hollzer Memorial Award Harry Aaron Hollzer (November 4, 1880 – January 14, 1946) was a United States district judge of the United States District Court for the Southern District of California. Education and career Hollzer was born in New York City, New York on No ...
by the Los Angeles Jewish Community in 1949. He gave a series of concerts in Israel in 1962, and donated his entire $50,000 fee for appearing in a cameo role in '' Cast a Giant Shadow'' (1966) to the Youth Center in Jerusalem. On November 1, 1972, he raised $6.5million in bond pledges for Israel, and was given the Medallion of Valor for his efforts. The Frank Sinatra Student Center at the
Hebrew University of Jerusalem The Hebrew University of Jerusalem (HUJI; he, הַאוּנִיבֶרְסִיטָה הַעִבְרִית בִּירוּשָׁלַיִם) is a public research university based in Jerusalem, Israel. Co-founded by Albert Einstein and Dr. Chaim Weiz ...
was dedicated in his name in 1978. He owned a Jewish skullcap, known as a
kippah A , , or , plural ), also called ''yarmulke'' (, ; yi, יאַרמלקע, link=no, , german: Jarmulke, pl, Jarmułka or ''koppel'' ( yi, קאפל ) is a brimless cap, usually made of cloth, traditionally worn by Jewish males to fulfill the c ...
or yarmulkah, which was sold as part of his wife's estate many years after his death. From his youth, Sinatra displayed sympathy for African Americans and worked both publicly and privately all his life to help the struggle for equal rights. He blamed racial prejudice on the parents of children. Sinatra played a major role in the desegregation of Nevada hotels and casinos in the 1950s and 1960s. At the Sands in 1955, Sinatra went against policy by inviting Nat King Cole into the dining room, and in 1961, after an incident where an African-American couple entered the lobby of the hotel and were blocked by the security guard, Sinatra and Davis forced the hotel management to begin hiring black waiters and busboys. On January 27, 1961, Sinatra played a benefit show at Carnegie Hall for Martin Luther King Jr. and led his fellow Rat Pack members and Reprise label mates in boycotting hotels and casinos that refused entry to black patrons and performers. According to his son, Frank Jr., King sat weeping in the audience at one of his father's concerts in 1963 as Sinatra sang "
Ol' Man River "Ol' Man River" is a show tune from the 1927 musical ''Show Boat'' with music by Jerome Kern and lyrics by Oscar Hammerstein II. The song contrasts the struggles and hardships of African Americans with the endless, uncaring flow of the Mississipp ...
", a song from the musical '' Show Boat'' that is sung by an African-American stevedore. When he changed his political affiliations in 1970, Sinatra became less outspoken on racial issues. Though he did much towards civil rights causes, it did not stop the occasional racial jibe from him and the other Rat Pack members toward Davis at concerts.


Death and funeral

Sinatra died at Cedars-Sinai Medical Center in Los Angeles on May 14, 1998, aged 82, with his wife at his side after suffering two heart attacks. Sinatra was in ill health during the last few years of his life, and was frequently hospitalized for heart and breathing problems, high blood pressure, pneumonia and bladder cancer. He also suffered from dementia-like symptoms due to his usage of antidepressants. He had made no public appearances following a heart attack in February 1997. Sinatra's wife encouraged him to "fight" while attempts were made to stabilize him, and reported that his final words were, "I'm losing." Sinatra's daughter, Tina, later wrote that she and her siblings (Frank Jr. and Nancy) had not been notified of their father's final hospitalization, and it was her belief that "the omission was deliberate. Barbara would be the grieving widow ''alone'' at her husband's side." The night after Sinatra's death, the lights on the
Empire State Building The Empire State Building is a 102-story Art Deco skyscraper in Midtown Manhattan, New York City. The building was designed by Shreve, Lamb & Harmon and built from 1930 to 1931. Its name is derived from "Empire State", the nickname of the st ...
in New York City were turned blue, the lights at the Las Vegas Strip were dimmed in his honor, and the casinos stopped spinning for one minute. Sinatra's funeral was held at the Church of the Good Shepherd in
Beverly Hills, California Beverly Hills is a city located in Los Angeles County, California. A notable and historic suburb of Greater Los Angeles, it is in a wealthy area immediately southwest of the Hollywood Hills, approximately northwest of downtown Los Angeles. B ...
, on May 20, 1998, with 400 mourners in attendance and thousands of fans outside.
Gregory Peck Eldred Gregory Peck (April 5, 1916 – June 12, 2003) was an American actor and one of the most popular film stars from the 1940s to the 1970s. In 1999, the American Film Institute named Peck the 12th-greatest male star of Classic Hollywood ...
, Tony Bennett, and Sinatra's son, Frank Jr., addressed the mourners, who included many notable people from film and entertainment. Sinatra was buried in a blue business suit and his grave was adorned with mementos from family members—cherry-flavored Life Savers, Tootsie Rolls, a bottle of Jack Daniel's, a pack of Camel cigarettes, a Zippo lighter, stuffed toys, a dog biscuit, and a roll of dimes that he always carried—next to his parents in section B-8 of Desert Memorial Park in Cathedral City, California. His close friends
Jilly Rizzo Ermenegildo "Jilly" Rizzo (May 6, 1917 – May 6, 1992) was an American restaurateur and entertainer. Career As a young man, Rizzo worked with his father delivering Italian ice to cafes. Rizzo opened Jilly's Saloon, a lounge on West 49th Stre ...
and
Jimmy Van Heusen James Van Heusen (born Edward Chester Babcock; January 26, 1913 – February 6, 1990) was an American composer. He wrote songs for films, television and theater, and won an Emmy and four Academy Awards for Best Original Song. Life and care ...
are buried nearby. The words " The Best Is Yet to Come", plus "Beloved Husband & Father" were imprinted on Sinatra's original grave marker. Sinatra's gravestone was changed under mysterious circumstances according to the magazine Palm Springs Life. The grave currently reads "Sleep Warm Poppa". Significant increases in recording sales worldwide were reported by ''Billboard'' in the month of his death.


Influence and popularity

Sinatra was called the Chairman of the Board. Frank Sinatra was responsible for awakening a fan phenomenon made up of hysterical teenage girls called "Bobby Soxers". Throughout his professional career, Sinatra recorded more than 1,300 songs and participated in more than fifty films. Sinatra once said, "
Bing Crosby Harry Lillis "Bing" Crosby Jr. (May 3, 1903 – October 14, 1977) was an American singer, musician and actor. The first multimedia star, he was one of the most popular and influential musical artists of the 20th century worldwide. He was a ...
is the best singer in the world". The bobby soxers were portrayed as very enthusiastic to the point of hysteria. Newspapers at the time highlighted the bobby soxers' great fanaticism and passion for Sinatra; they experienced hunger, fatigue, and dizziness while waiting in line to see him. The United States Postal Service issued a 42-cent postage stamp honoring Sinatra in May 2008, commemorating the tenth anniversary of his death. May 13 is considered "Frank Sinatra Day." In Frank Sinatra Park, a 6-foot (1.80-meter) tall bronze statue honoring Sinatra was erected in the year 2021 on December 12. There are also several streets and highways in the US named after Sinatra.


Legacy and honors

Robert Christgau Robert Thomas Christgau ( ; born April 18, 1942) is an American music journalist and essayist. Among the most well-known and influential music critics, he began his career in the late 1960s as one of the earliest professional rock critics and ...
referred to Sinatra as "the greatest singer of the 20th century". His popularity is matched only by
Bing Crosby Harry Lillis "Bing" Crosby Jr. (May 3, 1903 – October 14, 1977) was an American singer, musician and actor. The first multimedia star, he was one of the most popular and influential musical artists of the 20th century worldwide. He was a ...
, Elvis Presley, The Beatles, and Michael Jackson. For Santopietro, Sinatra was the "greatest male pop singer in the history of America", who amassed "unprecedented power onscreen and off", and "seemed to exemplify the common man, an ethnic twentieth-century American male who reached the 'top of the heap', yet never forgot his roots". Santopietro argues that Sinatra created his own world, which he was able to dominate—his career was centred around power, perfecting the ability to capture an audience. Encyclopædia Britannica referred to Sinatra as "often hailed as the greatest American singer of 20th-century popular music....Through his life and his art, he transcended the status of mere icon to become one of the most recognizable symbols of American culture."
Gus Levene Gus Levene, born Gershun Levene (July 11, 1911 – February 9, 1979), was an American arranger, composer, orchestrator and guitarist. In the mid-1940s, he was one of the top network radio arrangers. Levene is best remembered for his work as an ar ...
commented that Sinatra's strength was that when it came to lyrics, telling a story musically, Sinatra displayed a "genius" ability and feeling, which with the "rare combination of voice and showmanship" made him the "original singer" which others who followed most tried to emulate. George Roberts, a trombonist in Sinatra's band, remarked that Sinatra had a "charisma, or whatever it is about him, that no one else had". Biographer Arnold Shaw considered that "If Las Vegas had not existed, Sinatra could have invented it". He quoted reporter James Bacon in saying that Sinatra was the "swinging image on which the town is built", adding that no other entertainer quite "embodied the glamour" associated with Las Vegas as him. Sinatra continues to be seen as one of the icons of the 20th century, and has three stars on the
Hollywood Walk of Fame The Hollywood Walk of Fame is a historic landmark which consists of more than 2,700 five-pointed terrazzo and brass stars embedded in the sidewalks along 15 blocks of Hollywood Boulevard and three blocks of Vine Street in Hollywood, Californ ...
for his work in film and music. There are stars on east and west sides of the 1600 block of Vine Street respectively, and one on the south side of the 6500 block of Hollywood Boulevard for his work in television. In Sinatra's native Hoboken, he was awarded the Key to the City of by Mayor Fred M. De Sapio on October 30, 1947. In 2003 the city's main post office was rededicated in his honor. A bronze plaque, place two years before Sinatra's death in 1998, marks the site of the house where he was born. There is also a marker in front of
Hoboken Historical Museum The Hoboken Historical Museum, founded in 1986, is located in Hoboken, New Jersey and presents rotating exhibitions and activities related to the history, culture, architecture and historic landmarks of the city. In 2001, the museum moved to 1301 H ...
, which has artifacts from his life and conducts Sinatra walking tours through the city. Frank Sinatra Drive runs parallel to the Hudson River Waterfront Walkway. On the waterfront is Frank Sinatra Park, where a bronze plaque was placed in 1989 upon its opening. In the Frank Sinatra Park, a tall bronze statue of Sinatra was dedicated in 2021 on December 12, the date of Sinatra's birthday in 1915. A residence hall at Montclair State University in New Jersey was named in his honor. Other buildings named for Sinatra include the Frank Sinatra School of the Arts in Astoria, Queens, the Frank Sinatra International Student Center at Israel's Hebrew University in Jerusalem dedicated in 1978, and the Frank Sinatra Hall at the USC School of Cinematic Arts in Los Angeles, California, dedicated in 2002. Wynn Resorts' Encore Las Vegas resort features a restaurant dedicated to Sinatra which opened in 2008. There are several streets and roads named in honor of Frank Sinatra in several states of the U.S., such as the road named Frank Sinatra Drive connecting Cathedral City and Palm Desert in California, a road in Las Vegas near the Las Vegas Strip is also a road named Frank Sinatra Drive in his honor. Various items of memorabilia from Sinatra's life and career, such as Frank Sinatra's awards, gold records, and various personal items are displayed at
USC USC most often refers to: * University of South Carolina, a public research university ** University of South Carolina System, the main university and its satellite campuses **South Carolina Gamecocks, the school athletic program * University of ...
's Frank Sinatra Hall in Los Angeles and also at Wynn Resort's Sinatra restaurant in Las Vegas. The United States Postal Service issued a 42-cent postage stamp in honor of Sinatra in May 2008, commemorating the tenth anniversary of his death. The United States Congress passed a resolution introduced by Representative Mary Bono Mack on May 20, 2008, designating May 13 as Frank Sinatra Day to honor his contributions to American culture. Sinatra received three Honorary Degrees during his lifetime. In May 1976, he was invited to speak at the University of Nevada, Las Vegas (UNLV) graduation commencement held at Sam Boyd Stadium. It was at this commencement that he was bestowed an Honorary Doctorate litterarum humanarum by the university. During his speech, Sinatra stated that his education had come from "the school of hard knocks" and was suitably touched by the award. He went on to describe that "this is the first educational degree I have ever held in my hand. I will never forget what you have done for me today". A few years later in 1984 and 1985, Sinatra also received an Honorary Doctorate of Fine Arts from Loyola Marymount University as well as an Honorary Doctorate of Engineering from the Stevens Institute of Technology.


Film and television portrayals

Sinatra has also been portrayed on numerous occasions in film and television. A television miniseries based on Sinatra's life, titled '' Sinatra'', was aired by CBS in 1992. The series was directed by James Steven Sadwith, who won an Emmy Award for Outstanding Individual Achievement in Directing for a Miniseries or a Special, and starred Philip Casnoff as Sinatra. ''Sinatra'' was written by
Abby Mann Abby Mann (December 1, 1927 – March 25, 2008) was an American film writer and producer. Life and career The son of Russian-Jewish immigrants, Mann was born as Abraham Goodman in Philadelphia. He grew up in East Pittsburgh, Pennsylvania. D ...
and Philip Mastrosimone, and produced by Sinatra's daughter, Tina. Sinatra has subsequently been portrayed on screen by Ray Liotta ('' The Rat Pack'', 1998), James Russo ('' Stealing Sinatra'', 2003),
Dennis Hopper Dennis Lee Hopper (May 17, 1936 – May 29, 2010) was an American actor, filmmaker and photographer. He attended the Actors Studio, made his first television appearance in 1954, and soon after appeared in ''Giant'' (1956). In the next ten years ...
('' The Night We Called It a Day'', 2003), and Robert Knepper ('' My Way'', 2012), and spoofed by Joe Piscopo and Phil Hartman on '' Saturday Night Live''. A biographical film directed by Martin Scorsese has long been planned. A 1998 episode of the BBC documentary series '' Arena'', ''The Voice of the Century'', focused on Sinatra.
Alex Gibney Philip Alexander Gibney (; born October 23, 1953) is an American documentary film director and producer. In 2010, ''Esquire'' magazine said Gibney "is becoming the most important documentarian of our time". Gibney's works as director include '' ...
directed a four-part biographical series on Sinatra, ''All or Nothing at All'', for HBO in 2015. A musical tribute was aired on CBS television in December 2015 to mark Sinatra's centenary. Sinatra was also portrayed by Rico Simonini in the 2018 feature film ''
Frank & Ava ''Frank & Ava'' is a 2018 American biographical drama film directed by Michael Oblowitz and starring Rico Simonini as Frank Sinatra and Emily Elicia Low as Ava Gardner. It is based on the play of the same name by Willard Manus. This marked the ...
'', which is based on a play by
Willard Manus Willard Manus (born September 28, 1930, died January 19, 2023) was a Los Angeles-based novelist, playwright, and journalist. His best known book is ''Mott the Hoople (novel), Mott the Hoople'' (1966), the novel from which the British 1970s Mott th ...
. Sinatra was convinced that Johnny Fontane, a mob-associated singer in Mario Puzo's novel '' The Godfather'' (1969), was based on his life. Puzo wrote in 1972 that when the author and singer met in
Chasen's Chasen's was a famous restaurant frequented by film stars, entertainers, politicians and other dignitaries in West Hollywood, California, located at 9039 Beverly Boulevard on the border of Beverly Hills. It opened for business in 1936 and was the ...
, Sinatra "started to shout abuse", calling Puzo a "pimp" and threatening physical violence. This was recreated in the miniseries '' The Offer'' with Sinatra portrayed by Frank John Hughes.
Francis Ford Coppola Francis Ford Coppola (; ; born April 7, 1939) is an American film director, producer, and screenwriter. He is considered one of the major figures of the New Hollywood filmmaking movement of the 1960s and 1970s. Coppola is the recipient of five A ...
, director of the
film adaptation A film adaptation is the transfer of a work or story, in whole or in part, to a feature film. Although often considered a type of derivative work, film adaptation has been conceptualized recently by academic scholars such as Robert Stam as a dial ...
, said in the audio commentary that "Obviously Johnny Fontane was inspired by a kind of Frank Sinatra character". In December 2020, it was announced that
Creed A creed, also known as a confession of faith, a symbol, or a statement of faith, is a statement of the shared beliefs of a community (often a religious community) in a form which is structured by subjects which summarize its core tenets. The ea ...
singer Scott Stapp will portray Frank Sinatra in ''
Reagan Ronald Wilson Reagan ( ; February 6, 1911June 5, 2004) was an American politician, actor, and union leader who served as the 40th president of the United States from 1981 to 1989. He also served as the 33rd governor of California from 1967 ...
,'' a biopic of U.S. President
Ronald Reagan Ronald Wilson Reagan ( ; February 6, 1911June 5, 2004) was an American politician, actor, and union leader who served as the 40th president of the United States from 1981 to 1989. He also served as the 33rd governor of California from 1967 ...
.


Discography

* '' The Voice of Frank Sinatra'' (1946) * '' Songs by Sinatra'' (1947) * '' Christmas Songs by Sinatra'' (1948) * '' Frankly Sentimental'' (1949) * '' Dedicated to You'' (1950) * '' Sing and Dance with Frank Sinatra'' (1950) * '' Songs for Young Lovers'' (1954) * ''
Swing Easy! ''Swing Easy!'' is the eighth studio album by Frank Sinatra. It was released in 1954 as a 10" album (Capitol H-528) and consisted of only eight songs, as each side of the record only allowed approximately fourteen minutes of music. In 2000 it ...
'' (1954) * '' In the Wee Small Hours'' (1955) * '' Songs for Swingin' Lovers!'' (1956) * '' Close to You'' (1957) * '' A Swingin' Affair!'' (1957) * '' Where Are You?'' (1957) * '' A Jolly Christmas from Frank Sinatra'' (1957) * '' Come Fly with Me'' (1958) * '' Frank Sinatra Sings for Only the Lonely'' (1958) * '' Come Dance with Me!'' (1959) * ''
No One Cares ''No One Cares'' is a 1959 album by Frank Sinatra. It is generally seen as a "sequel" to Sinatra's 1957 album ''Where Are You? (Frank Sinatra album), Where Are You?'' (also arranged by Gordon Jenkins), and was similar in theme and concept to ''Fr ...
'' (1959) * '' Nice 'n' Easy'' (1960) * '' Sinatra's Swingin' Session!!!'' (1961) * '' Ring-a-Ding-Ding!'' (1961) * '' Come Swing with Me!'' (1961) * '' Swing Along With Me'' (1961) * '' I Remember Tommy'' (1961) * ''
Sinatra and Strings ''Sinatra and Strings'' is a 1962 album by Frank Sinatra consisting of standard ballads. It was arranged by Don Costa. The album was the first that Sinatra recorded with Costa. They subsequently worked together on '' Cycles'' (1968), ''Some Nice ...
'' (1962) * '' Point of No Return'' (1962) * '' Sinatra and Swingin' Brass'' (1962) * '' All Alone'' (1962) * '' Sinatra Sings Great Songs from Great Britain'' (1962) * '' Sinatra–Basie: An Historic Musical First'' with Count Basie (1962) * '' The Concert Sinatra'' (1963) * '' Sinatra's Sinatra'' (1963) * ''
Sinatra Sings Days of Wine and Roses, Moon River, and Other Academy Award Winners ''Sinatra Sings Days of Wine and Roses, Moon River, and Other Academy Award Winners'' (or simply ''Academy Award Winners'') is a 1964 album by Frank Sinatra, focusing on songs that won the Academy Award for Best Song. The orchestra is arranged an ...
'' (1964) * ''
America, I Hear You Singing ''America, I Hear You Singing'' is an album recorded and released in 1964 by American singers Frank Sinatra and Bing Crosby, backed by Fred Waring's Pennsylvanians. The album is a collection of patriotic songs, recorded as a tribute to the assass ...
'' with Bing Crosby and Fred Waring (1964) * '' It Might as Well Be Swing'' with Count Basie (1964) * '' 12 Songs of Christmas'' with Bing Crosby and Fred Waring (1964) * '' Softly, as I Leave You'' (1964) * ''
September of My Years ''September of My Years'' is a 1965 studio album by American singer Frank Sinatra, released on Reprise Records in August 1965 on LP and October 1986 on CD. The orchestral arrangements are by Gordon Jenkins, their fifth album collaboration. ...
'' (1965) * '' Sentimental Journey'' (1965) * ''
My Kind of Broadway ''My Kind of Broadway'' is a 1965 studio album by Frank Sinatra. It is a collection of songs from various musicals, pieced together from various recording sessions over the previous four years. The album features songs from nine arrangers and com ...
'' (1965) * '' A Man and His Music'' (1965) * '' Moonlight Sinatra'' (1966) * '' Strangers in the Night'' (1966) * '' That's Life'' (1966) * ''
Francis Albert Sinatra & Antonio Carlos Jobim Francis may refer to: People *Pope Francis, the head of the Catholic Church and sovereign of the Vatican City State and Bishop of Rome *Francis (given name), including a list of people and fictional characters *Francis (surname) Places * Rural M ...
'' with Antonio Carlos Jobim (1967) * '' The World We Knew'' (1967) * '' Francis A. & Edward K.'' with Duke Ellington (1968) * '' The Sinatra Family Wish You a Merry Christmas'' with Frank Sinatra Jr., Nancy Sinatra and Tina Sinatra (1968) * '' Cycles'' (1968) * '' My Way'' (1969) * '' A Man Alone'' (1969) * '' Watertown'' (1970) * ''
Sinatra & Company ''Sinatra & Company'' is an album by American singer Frank Sinatra released in 1971. The first side of this album is in the bossa nova style, and the second side is influenced by soft rock, featuring two songs from John Denver. The bossa nova re ...
'' with Antonio Carlos Jobim (1971) * '' Ol' Blue Eyes Is Back'' (1973) * '' Some Nice Things I've Missed'' (1974) * '' Trilogy: Past Present Future'' (1980) * ''
She Shot Me Down ''She Shot Me Down'' is a 1981 album by Frank Sinatra. This was the final album Sinatra recorded for the record label he founded, Reprise Records, and generally considered an artistic triumph that evokes the best of Sinatra during this stage ...
'' (1981) * ''
L.A. Is My Lady ''L.A. Is My Lady'' is the 57th and final solo studio album by Frank Sinatra, released in 1984 and produced by Quincy Jones. While the album was Sinatra's last (excluding the ''Duets'' albums), he recorded five further songs, only four of which ...
'' (1984) * '' Duets'' (1993) * '' Duets II'' (1994)


See also

* Frank Sinatra bibliography *
Frank Sinatra's recorded legacy Frank Sinatra's musical career began in the swing era in 1935, and ended in 1995, although he did briefly retire in 1971, before returning to music in 1973. Sinatra is one of the most influential music artists of the 20th century, and has sold 150 m ...
* ''The Frank Sinatra Show'' (radio program)


Notes


References


Sources

* * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * *


Further reading

* Freedland, Michael (1998). ''All the Way: A Biography of Frank Sinatra''. St. Martin's Press. * Kaplan, James (2015). ''Sinatra: The chairman''. New York: Doubleday. * Pickard, Roy (1994). ''Frank Sinatra at the Movies''. Hale.


External links

*
Sinatra family website

Frank Sinatra
at Curlie
Frank Sinatra webradio
* *
Sinatra
at the
New Jersey Hall of Fame The New Jersey Hall of Fame is an organization that honors individuals from the U.S. state of New Jersey who have made contributions to society and the world beyond. The Hall of Fame is a designated 501(c)(3) non-profit organization, overseen by ...
* *
Frank Sinatra
at FBI Records: The Vault
''The Sinatra Report'', a special section of Billboard's November 20, 1965, issue – beginning immediately after page 34"Sinatra in Retrospective, Parts 1 and 2,"
WXXI Public Broadcasting, The Walter J. Brown Media Archives & Peabody Awards Collection at the University of Georgia, American Archive of Public Broadcasting {{DEFAULTSORT:Sinatra, Frank
Frank Sinatra Francis Albert Sinatra (; December 12, 1915 – May 14, 1998) was an American singer and actor. Nicknamed the "Honorific nicknames in popular music, Chairman of the Board" and later called "Ol' Blue Eyes", Sinatra was one of the most popular ...
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