"When I Paint My Masterpiece" is a 1971 song written by

Bob Dylan Bob Dylan (legally Robert Dylan, born Robert Allen Zimmerman, May 24, 1941) is an American singer-songwriter. Often regarded as one of the greatest songwriters of all time, Dylan has been a major figure in popular culture during a career sp ...

. It was first released by The Band, who recorded the song for their album '' Cahoots'', released on September 15, 1971.

Background

Dylan himself first recorded the song at New York's Blue Rock Studio when he was backed by

Leon Russell Leon Russell (born Claude Russell Bridges; April 2, 1942 – November 13, 2016) was an American musician and songwriter who was involved with numerous bestselling records during his 60-year career that spanned multiple genres, including rock and ...

and session musicians, including

Jesse Ed Davis Jesse Edwin Davis III (September 21, 1944 – June 22, 1988) was a Native American guitarist. He was well regarded as a session artist and solo performer, was a member of Taj Mahal's backing band and played with musicians such as Eric Clapton, J ...

on lead guitar. The recording sessions lasted from March 16 to 19, 1971, and also saw the recording of the

45 RPM single In music, a single is a type of release, typically a song recording of fewer tracks than an LP record or an album. One can be released for sale to the public in a variety of formats. In most cases, a single is a song that is released separat ...

" Watching the River Flow", released by CBS Records on June 3, 1971. Both songs appeared on '' Bob Dylan's Greatest Hits Vol. II'', released November 17, 1971, with Russell credited as the producer of the two songs. During the March 1971 sessions at Blue Rock Studio, Dylan also recorded a solo version with slightly different lyrics, accompanying himself on piano. This version was released in 2013 on '' The Bootleg Series Vol. 10: Another Self Portrait (1969–1971)''. Dylan and The Band performed the song together live, in the early hours of January 1, 1972, at a

New Year's Eve In the Gregorian calendar, New Year's Eve, also known as Old Year's Day or Saint Sylvester's Day in many countries, is the evening or the entire day of the December 31, last day of the year, on 31 December. The last day of the year is commonly ...

concert by The Band; a recording was released as a bonus track on the 2001 CD reissue of The Band's live album ''

Rock of Ages Rock of Ages may refer to: Films * ''Rock of Ages'' (1918 film), a British silent film by Bertram Phillips * ''Rock of Ages'' (2012 film), a film adaptation of the jukebox musical (see below) Music * ''Rock of Ages'' (musical), a 2006 rock ...

''.

Reception and legacy

Douglas Brinkley Douglas Brinkley (born December 14, 1960) is an American author, Katherine Tsanoff Brown Chair in Humanities, and professor of history at Rice University. Brinkley is the history commentator for CNN, Presidential Historian for the New York Histori ...

, while interviewing Dylan for the ''New York Times'' in 2020, noted that "When I Paint My Masterpiece" was a song that had grown on him over the years and asked Dylan why he had brought it "back to the forefront of recent concerts". Dylan replied, "It’s grown on me as well. I think this song has something to do with the

classical world Classical antiquity (also the classical era, classical period or classical age) is the period of cultural history between the 8th century BC and the 5th century AD centred on the Mediterranean Sea, comprising the interlocking civilizations of ...

, something that’s out of reach. Someplace you’d like to be beyond your experience. Something that is so supreme and first rate that you could never come back down from the mountain. That you’ve achieved the unthinkable. That’s what the song tries to say, and you’d have to put it in that context. In saying that though, even if you do paint your masterpiece, what will you do then? Well, obviously you have to paint another masterpiece".

Los Lobos Los Lobos (, Spanish for "the Wolves") are an American rock band from East Los Angeles, California. Their music is influenced by rock and roll, Tex-Mex, country, zydeco, folk, R&B, blues, brown-eyed soul, and traditional music such as cumbia, ...

Steve Berlin Steven M. Berlin (born September 14, 1955, Philadelphia) is an American saxophonist, keyboardist and record producer, best known as a member of the rock group Los Lobos and, before that, Top Jimmy & the Rhythm Pigs, the Blasters, and the Flesh E ...

cited it as his favorite Dylan song in a 2021 ''

Stereogum ''Stereogum'' is a daily Internet publication that focuses on music news, reviews, interviews, and commentary. The site was created in January 2002 by Scott Lapatine. ''Stereogum'' was one of the first MP3 blogs and has received several awar ...

'' article, writing, "I love the way he creates such a vivid world in a three-minute song, and as a former constant traveler myself he captures the often delightful feeling of disconnection in a new unfamiliar place, and then the line about the land of Coca-Cola brings it all back home".

In popular culture

Dylan performs the song live (as a duet with

Bob Neuwirth Robert John Neuwirth (June 20, 1939May 18, 2022) was an American folk singer, songwriter, record producer, and visual artist. He was noted for being the road manager and associate of Bob Dylan, as well as the co-writer of Janis Joplin's hit so ...

) during the opening credits of his 1978 film ''

Renaldo and Clara ''Renaldo and Clara'' is a 1978 American film directed by Bob Dylan and starring Bob Dylan, Sara Dylan and Joan Baez. Written by Dylan and Sam Shepard, the film incorporates three distinct film genres: concert footage, documentary interviews, an ...

''. Dylan also performed a version of the song, with substantially re-written lyrics, to open his 2021 concert film '' Shadow Kingdom: The Early Songs of Bob Dylan''. For the closing credits of the 2013 documentary film ''

Tim's Vermeer ''Tim's Vermeer'' is a 2013 documentary film, directed by Teller, produced by his stage partner Penn Jillette and Farley Ziegler, about inventor Tim Jenison's efforts to duplicate the painting techniques of Johannes Vermeer, in order to test his h ...

'', Dylan sings an alternate take of the song.

Live performances

According to his official website, Dylan played the song live 182 times between 1975 and 2019. Five live performances of the song from Dylan's 1975

Rolling Thunder Revue The Rolling Thunder Revue was a 1975–1976 concert tour by American singer-songwriter Bob Dylan with numerous musicians and collaborators. The purpose of the tour was to allow Dylan, who had now become a major recording artist and concert perfor ...

tour were released on the box set '' The Rolling Thunder Revue: The 1975 Live Recordings'' in 2019''.'' The live debut occurred at the War Memorial Auditorium in

Plymouth, Massachusetts Plymouth (; historically known as Plimouth and Plimoth) is a town in Plymouth County, Massachusetts, United States. Located in Greater Boston, the town holds a place of great prominence in American history, folklore, and culture, and is known as ...

on October 30, 1975 and the most recent performances occurred on the

Rough and Rowdy Ways World Wide Tour Rough and Rowdy Ways World Wide Tour is the current ongoing tour by American singer-songwriter Bob Dylan in support of his 39th studio album '' Rough and Rowdy Ways'' (2020). The tour began in Milwaukee, Wisconsin on November 2, 2021 and is sched ...

in 2021.

Notable covers

"When I Paint My Masterpiece" was frequently performed by the

Grateful Dead The Grateful Dead was an American rock band formed in 1965 in Palo Alto, California. The band is known for its eclectic style, which fused elements of rock, folk, country, jazz, bluegrass, blues, rock and roll, gospel, reggae, world music, a ...

in concerts starting in 1987; the song was sometimes played alongside several other Dylan songs. Though Grateful Dead vocalist

Bob Weir Robert Hall Weir ( ; né Parber, born October 16, 1947) is an American musician and songwriter best known as a founding member of the Grateful Dead. After the group disbanded in 1995, Weir performed with The Other Ones, later known as The Dead, ...

sang lead on the song when it was played by the band, lead singer

Jerry Garcia Jerome John Garcia (August 1, 1942 – August 9, 1995) was an American musician best known for being the principal songwriter, lead guitarist, and a vocalist with the rock band Grateful Dead, which he co-founded and which came to prominence ...

had played the song as early as 1972 with

Merl Saunders Merl Saunders (February 14, 1934 – October 24, 2008) was an American multi-genre musician who played piano and keyboards, favoring the Hammond B-3 console organ. Biography Born in San Mateo, California, United States, Saunders attended Polyte ...

and

John Kahn John Kahn (June 13, 1947 – May 30, 1996) was an American electric and acoustic bassist. From 1970 to 1995, Kahn was Jerry Garcia's principal musical collaborator outside of the Grateful Dead. Biography John Kahn was born in Memphis, Tennessee ...

, both of whom would become members of the

Jerry Garcia Band The Jerry Garcia Band was a San Francisco Bay Area rock band led by Jerry Garcia of the Grateful Dead. Garcia founded the band in 1975; it remained the most important of his various side projects until his death in 1995. The band regularly tour ...

. The Band (without

Robbie Robertson Jaime Royal "Robbie" Robertson, OC (born July 5, 1943), is a Canadian musician. He is best known for his work as lead guitarist and songwriter for the Band, and for his career as a solo recording artist. With the deaths of Richard Manuel in ...

) performed the song at a 1992 Bob Dylan tribute concert. The recording was released on the CD of the event.

Chris Whitley Christopher Becker Whitley (August 31, 1960 – November 20, 2005) was an American blues/rock singer-songwriter and guitarist. During his 25-year career he released more than a dozen albums, had two songs in the top 50 of the Billboard mainst ...

recorded a blues version of the song for his last album, '' Dislocation Blues'', which was released with

Jeff Lang Jeff Lang (born 9 November 1969) is an Australian guitarist, songwriter, vocalist and music producer. Lang plays various types of guitar, both slide and standard, as well as banjo, mandolin, cümbüş and drums. He is a three-time ARIA Award ...

in 2005.

Elliott Brood Elliott Brood (often stylized as Elliott BROOD) is a Canadian three-piece, alternative country band formed in 2002 in Toronto, consisting of Mark Sasso on lead vocals, guitar, banjo, ukulele, harmonica, and kazoo, Casey Laforet on guitar, lead vo ...

performed "When I Paint My Masterpiece" on CBC Radio 2's ''Up Close'' program,Elliott Brood on CBC Radio 2's Up Close
/ref> and include it in some of their concerts. The bluegrass band

Greensky Bluegrass Greensky Bluegrass is a five-piece American bluegrass jam band founded in Kalamazoo, Michigan in mid-2000. The band has evolved over the years, growing from 3 to 5 members, adding electric effects, and touring with a full light show. Partly becaus ...

included a live version of the song on their 2010 live album ''All Access: Volume 1'' recorded at The Riviera Theatre in Three Rivers, MI on Nov. 27, 2009. The song has a regular rotation in their live performances.

Blake Mills Blake Mills (born September 21, 1986) is an American songwriter, guitarist, producer, and composer based in California. Biography Blake Mills was born in Santa Monica, California, United States, and grew up in Malibu, where he attended Malibu ...

performed a live solo version of "When I Paint My Masterpiece" on Dylan's iconic

Stratocaster The Fender Stratocaster, colloquially known as the Strat, is a model of electric guitar designed from 1952 into 1954 by Leo Fender, Bill Carson, George Fullerton, and Freddie Tavares. The Fender Musical Instruments Corporation has continuously ...

guitar to celebrate the 50th anniversary of Dylan's performance at the 1965 Newport Folk Festival.

Personnel for studio recording released on ''Cahoots'' by The Band

Levon Helm Mark Lavon "Levon" Helm (May 26, 1940 – April 19, 2012) was an American musician who achieved fame as the drummer and one of the three lead vocalists for the Band, for which he was inducted into the Rock and Roll Hall of Fame in 1994. H ...

- lead vocals,

mandolin A mandolin ( it, mandolino ; literally "small mandola") is a stringed musical instrument in the lute family and is generally plucked with a pick. It most commonly has four courses of doubled strings tuned in unison, thus giving a total of 8 ...

- acoustic guitar *

Garth Hudson Eric "Garth" Hudson (born August 2, 1937) is a Canadian multi-instrumentalist best known as the keyboardist and occasional saxophonist for rock group the Band, for which he was inducted into the Rock and Roll Hall of Fame in 1994. He was a ...

accordion Accordions (from 19th-century German ''Akkordeon'', from ''Akkord''—"musical chord, concord of sounds") are a family of box-shaped musical instruments of the bellows-driven free-reed aerophone type (producing sound as air flows past a reed ...

Rick Danko Richard Clare Danko (December 29, 1943 – December 10, 1999) was a Canadian musician, bassist, songwriter, and singer, best known as a founding member of the Band, for which he was inducted into the Rock and Roll Hall of Fame in 1994. During ...

- bass *

Richard Manuel Richard George Manuel (April 3, 1943 – March 4, 1986) was a Canadian singer, multi-instrumentalist, and songwriter, best known as a pianist and one of three lead singers in The Band, for which he was posthumously inducted into the Rock and ...

- drums

Personnel for Bob Dylan studio recording, March 1971

- vocal, guitar & harmonica *

- piano *

- guitar *

Don Preston Donald Ward Preston (born September 21, 1932) is an American jazz and rock keyboardist. He is known for working with Frank Zappa from the mid 1960s to the mid 1970s. Biography Preston was born into a family of musicians in Detroit and began st ...

- guitar *

Carl Radle Carl Dean Radle (June 18, 1942 – May 30, 1980) was an American bassist who toured and recorded with many of the most influential recording artists of the late 1960s and 1970s. He was posthumously inducted to the Oklahoma Music Hall of Fame in ...

- bass *

Jim Keltner James Lee Keltner (born April 27, 1942) is an American drummer and percussionist known primarily for his session work. He was characterized by Bob Dylan biographer Howard Sounes as "the leading session drummer in America".Howard Sounes. ''Down ...

- drums *

Claudia Lennear Claudia Lennear (born Claudia Joy Offley; 1946) is an American soul singer and educator. Lennear began her performing with the Superbs before becoming an Ikette in the Ike & Tina Turner Revue. She was also a background vocalist for various acts ...

Kathi McDonald Kathryn Marie "Kathi" McDonald (September 25, 1948 – October 3, 2012) was an American blues and rock singer and songwriter. As a teenager she sang with different bands around the Pacific Northwest before she was discovered by Ike Turner. She s ...

- backing vocals

References

External links

Lyrics
at Bob Dylan's official site {{Authority control 1971 songs The Band songs Bob Dylan songs Grateful Dead songs Songs written by Bob Dylan