Dave Littlefield
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David Michael Littlefield (born June 16, 1960) is a former
Major League Baseball Major League Baseball (MLB) is a professional baseball organization and the oldest major professional sports league in the world. MLB is composed of 30 total teams, divided equally between the National League (NL) and the American League (AL), ...
executive, who is currently a scout for the
Detroit Tigers The Detroit Tigers are an American professional baseball team based in Detroit. The Tigers compete in Major League Baseball (MLB) as a member of the American League (AL) Central division. One of the AL's eight charter franchises, the club was f ...
. Previously, Littlefield was employed as Senior Vice President and
General Manager A general manager (GM) is an executive who has overall responsibility for managing both the revenue and cost elements of a company's income statement, known as profit & loss (P&L) responsibility. A general manager usually oversees most or all of ...
of the
Pittsburgh Pirates The Pittsburgh Pirates are an American professional baseball team based in Pittsburgh. The Pirates compete in Major League Baseball (MLB) as a member club of the National League (NL) Central division. Founded as part of the American Associati ...
, a position he held from July 13, 2001, to September 7, 2007. He took over as GM for Roy Smith, who had assumed the position on a temporary basis after the firing of GM
Cam Bonifay Cameron Hubert Bonifay (born February 12, 1952) is a former major league baseball executive and scout, best known as general manager of the Pittsburgh Pirates from 1993 to 2001. Career Bonifay's father was a minor league general manager for sever ...
on June 11.


Early years

In 1984, Littlefield was an assistant coach for the
Orleans Cardinals The Orleans Firebirds, formerly the Orleans Cardinals, are a collegiate summer baseball team based in Orleans, Massachusetts. The team is a member of the Cape Cod Baseball League (CCBL) and plays in the league's East Division. The Firebirds play ...
of the
Cape Cod Baseball League The Cape Cod Baseball League (CCBL or Cape League) is a collegiate summer baseball wooden bat league located on Cape Cod in the U.S. state of Massachusetts. One of the nation's premier collegiate summer leagues, the league boasts over one thousan ...
.


Pittsburgh Pirates


2003 Rule 5 draft

Littlefield received a large amount of negative publicity after the Pirates lost five prospects from their minor league system with the first six picks in the 2003 Rule 5 draft, even though they had unused spots on their 40-man roster and could have protected several of the players if they had chosen to do so. Chris Shelton, who had recently been honored as the team's minor league player of the year, went with the first pick, and he was followed in short order by Rich Thompson, Frank Brooks,
Jeff Bennett Jeffrey Glenn Bennett (born October 2, 1962) is an American voice actor who voiced Johnny Bravo in the Johnny Bravo, eponymous television series, Dexter's Dad in ''Dexter's Laboratory'', Brooklyn in ''Gargoyles (TV series), Gargoyles'' and List o ...
, and
José Bautista José Antonio Bautista Santos (born October 19, 1980), nicknamed "Joey Bats", is a Dominican special advisor for the general manager of the Leones del Escogido and former professional baseball right fielder and third baseman. He played in Majo ...
. The
Cincinnati Reds The Cincinnati Reds are an American professional baseball team based in Cincinnati. They compete in Major League Baseball (MLB) as a member club of the National League (NL) National League Central, Central division and were a charter member of ...
, picking seventh, had all five Pirate players listed on their draft board and were frustrated to see them all go too soon, and an anonymous executive from another
American League The American League of Professional Baseball Clubs, known simply as the American League (AL), is one of two leagues that make up Major League Baseball (MLB) in the United States and Canada. It developed from the Western League, a minor league ...
team said that his team had also planned to take a Pirate prospect, refraining only because in his words, "There wasn't anything left."


Trading record

Littlefield acquired a reputation throughout MLB as a difficult trading partner, in that his demands during negotiations were often seen as grossly excessive. It was rumored that Littlefield turned down a trade offer in 2005 with former GM of the
Philadelphia Phillies The Philadelphia Phillies are an American professional baseball team based in Philadelphia. They compete in Major League Baseball (MLB) as a member of the National League (NL) National League East, East division. Since 2004, the team's home sta ...
,
Ed Wade Ed Wade (born January 31, 1956) is an American former professional baseball executive, who served as general manager of the Houston Astros and the Philadelphia Phillies of Major League Baseball (MLB). Early career in baseball After graduating fro ...
, in which the Pirates would swap pitcher
Kip Wells Robert "Kip" Wells (born April 21, 1977) is an American former professional baseball pitcher. In his Major League Baseball (MLB) career, he played for the Pittsburgh Pirates, Texas Rangers, St. Louis Cardinals, Colorado Rockies, Chicago White Sox ...
for the Phillies' Ryan Howard. There were also unconfirmed reports that Littlefield turned down trading Howard for pitcher
Kris Benson Kristin James Benson (born November 7, 1974) is a former Major League Baseball starting pitcher who played for several teams between 1999 and 2010. A highly touted prospect, Benson was drafted first overall by the Pittsburgh Pirates in 1996. ...
a year earlier. Littlefield was criticized for trading players such as
Jason Schmidt Jason David Schmidt (born January 29, 1973), is an American former Major League Baseball pitcher. In his career, he has played for the Los Angeles Dodgers (2007–2009), San Francisco Giants (2001–06), Pittsburgh Pirates (1996–2001) and Atla ...
,
Jason Kendall Jason Daniel Kendall (born June 26, 1974) is an American former professional baseball catcher. He played in Major League Baseball (MLB) from 1996 through 2010 for the Pittsburgh Pirates, Oakland Athletics, Chicago Cubs, Milwaukee Brewers, and Ka ...
, Sean Casey,
Aramis Ramírez Aramis Nin Ramírez (; born June 25, 1978) is a Dominican former professional baseball third baseman, who played 18 seasons in Major League Baseball (MLB) for the Pittsburgh Pirates, Chicago Cubs, and Milwaukee Brewers. He was named an All-Sta ...
, Chris Young, Gary Matthews, Jr., and
Kenny Lofton Kenneth Lofton (born May 31, 1967) is an American former Major League Baseball (MLB) center fielder. Lofton was a six-time All-Star (1994–1999), four-time Gold Glove Award winner (1993–1996), and at retirement, was ranked 15th amon ...
for little or nothing in return. While small market teams thrive on trading established veterans for packages of talented minor leaguers, Littlefield repeatedly asked for lower-ceiling "Major League ready" prospects in return. As a result, when he left, the Pirates had a plethora of mid-to-late 20s, borderline Major Leaguers, and very few young, impact prospects within the system. This strategy runs contrary to that of successful low-payroll teams like the A's, Twins, and Marlins. In 2003, Littlefield approached the
San Diego Padres The San Diego Padres are an American professional baseball team based in San Diego. The Padres compete in Major League Baseball (MLB) as a member club of the National League (NL) West division. Founded in 1969, the club has won two NL penna ...
with a trade proposal in which the Pirates would receive
Xavier Nady Xavier Clifford Nady VI (; born November 14, 1978) is an American former professional baseball outfielder and first baseman. Nady played in Major League Baseball (MLB) for the New York Mets, Pittsburgh Pirates, New York Yankees, Chicago Cubs, Ari ...
,
Óliver Pérez Óliver Pérez Martínez (born August 15, 1981) is a Mexican professional baseball pitcher for the Toros de Tijuana of the Mexican League. He previously played in MLB for the San Diego Padres, Pittsburgh Pirates, New York Mets, Seattle Mariners, ...
, and minor league pitcher Cory Stewart in exchange for star outfielder
Brian Giles Brian Stephen Giles (; born January 20, 1971) is a former Major League Baseball outfielder. During his career he played for the Cleveland Indians, Pittsburgh Pirates and San Diego Padres. The left-handed Giles was a two-time All-Star and had a ...
. The Padres refused to surrender Nady, so Littlefield and the Pirates agreed to accept
Jason Bay Jason Raymond Bay (born September 20, 1978) is a Canadian-American former professional baseball left fielder. Bay played in Major League Baseball (MLB) for the San Diego Padres, Pittsburgh Pirates, Boston Red Sox, New York Mets and Seattle Marin ...
instead. Bay immediately emerged as a star, winning the
National League Rookie of the Year In Major League Baseball, the Rookie of the Year Award is given annually to two outstanding rookie players, one each for the American League (AL) and National League (NL), as voted on by the Baseball Writers' Association of America (BBWAA). The aw ...
award in 2004, while Nady spent the next three seasons as a part-time player with the Padres and the
New York Mets The New York Mets are an American professional baseball team based in the New York City borough of Queens. The Mets compete in Major League Baseball (MLB) as a member of the National League (NL) East division. They are one of two major league ...
. Two years later, Littlefield was successful in trading for Nady in a deal for inconsistent pitcher
Óliver Pérez Óliver Pérez Martínez (born August 15, 1981) is a Mexican professional baseball pitcher for the Toros de Tijuana of the Mexican League. He previously played in MLB for the San Diego Padres, Pittsburgh Pirates, New York Mets, Seattle Mariners, ...
as well as veteran reliever, and soon to be free agent, Roberto Hernández and the compensatory draft pick the Mets received when Hernández left as a free agent that offseason. Among his most widely lampooned transactions to date was the trade of pitcher Chris Young, in whom the Pirates had invested $1.5 million, to Montreal for
Matt Herges Matthew Tyler Herges (born April 1, 1970) is an American former professional baseball relief pitcher who played in Major League Baseball (MLB) from 1999 to 2009, and is the former pitching coach for the Arizona Diamondbacks. Herges played in ML ...
in December 2002. Herges was promptly released in spring training, while Young was hailed as one of the best young pitchers in baseball four years later after having been traded from the
Montreal Expos The Montreal Expos (french: link=no, Les Expos de Montréal) were a Canadian professional baseball team based in Montreal, Quebec. The Expos were the first Major League Baseball (MLB) franchise located outside the United States. They played in t ...
to the Texas Rangers and, finally, to the
San Diego Padres The San Diego Padres are an American professional baseball team based in San Diego. The Padres compete in Major League Baseball (MLB) as a member club of the National League (NL) West division. Founded in 1969, the club has won two NL penna ...
, where he had an outstanding season in 2007 then struggled afterward. Similarly, the 21-year-old
Leo Núñez Juan Carlos Oviedo (born March 15, 1982Exact birth date is unclear due to name controversy. Some sources like MLB.com list March 15, 1982, while others list August 14, 1983.) is a Dominican former professional baseball pitcher. He bats and thr ...
was traded to Kansas City in December 2004; in return, the Pirates received 39-year-old
Benito Santiago Benito Santiago Rivera (born March 9, 1965), is a Puerto Rican former professional baseball player. He played as a catcher in Major League Baseball from 1986 to 2005, most prominently as a member of the San Diego Padres, with whom he was a fou ...
in order to fill an immediate hole at the catcher position. Núñez has had some successful stretches for the Royals; Santiago had 6 hits with the Pirates before being released one month into the 2005 season. Some argue trading away future impact players has severely hindered the Pirates in recent years. On July 31, 2007, Littlefield traded outfielder
Rajai Davis Rajai Davis (; born October 19, 1980) is an American former professional baseball outfielder. He played in Major League Baseball (MLB) for the Pittsburgh Pirates, San Francisco Giants, Oakland Athletics, Toronto Blue Jays, Detroit Tigers, Clevel ...
to the
San Francisco Giants The San Francisco Giants are an American professional baseball team based in San Francisco, California. The Giants compete in Major League Baseball (MLB) as a member club of the National League (NL) West division. Founded in 1883 as the New Yor ...
for pitcher Matt Morris. The move was widely criticized, as Morris, who was 7–7 with a 4.35 ERA at the time of the trade, was slated to make $9.5 million in 2008. Many were surprised that the Pirates would take on such a large contract (especially without having the Giants pick up part of it), as their 2007
Opening Day Opening Day is the day on which professional baseball leagues begin their regular season. For Major League Baseball (MLB) and most of the American minor leagues, this day typically falls during the first week of April, although in recent years ...
payroll was just $38.5 million. At the time of the trade, the Pirates were 42–62, 14.5 games out of first place. Though he was frequently criticized for some trades that worked out poorly in the long run, Littlefield also managed to acquire the bulk of the Pirates' lineup through trades during his tenure.
Jason Bay Jason Raymond Bay (born September 20, 1978) is a Canadian-American former professional baseball left fielder. Bay played in Major League Baseball (MLB) for the San Diego Padres, Pittsburgh Pirates, Boston Red Sox, New York Mets and Seattle Marin ...
,
Freddy Sanchez Frederick Phillip Sanchez Jr. (born December 21, 1977) is an American former professional baseball second baseman. Sanchez played in Major League Baseball for the Boston Red Sox (–), Pittsburgh Pirates (–) and San Francisco Giants (–). He ...
,
Adam LaRoche David Adam LaRoche (born November 6, 1979) is an American former professional baseball first baseman who played 12 seasons in Major League Baseball (MLB). He played for the Atlanta Braves, Pittsburgh Pirates, Boston Red Sox, Arizona Diamondbacks ...
,
José Bautista José Antonio Bautista Santos (born October 19, 1980), nicknamed "Joey Bats", is a Dominican special advisor for the general manager of the Leones del Escogido and former professional baseball right fielder and third baseman. He played in Majo ...
, and
Xavier Nady Xavier Clifford Nady VI (; born November 14, 1978) is an American former professional baseball outfielder and first baseman. Nady played in Major League Baseball (MLB) for the New York Mets, Pittsburgh Pirates, New York Yankees, Chicago Cubs, Ari ...
were all acquired through trades. In his final season as GM, only one of the seven players with over 400 at-bats on the team,
Ronny Paulino Ronny Leonel Paulino (born April 21, 1981) is a Dominican former professional baseball catcher. He played in Major League Baseball (MLB) for the Pittsburgh Pirates, Florida Marlins, New York Mets and Baltimore Orioles. Career Pittsburgh Pirate ...
, was not acquired through a trade. At the same time, this group finished in last place in their division, so even his more successful trades weren't enough to field a contender.


Drafting players

During Littlefield's tenure, the Pirates were widely criticized for taking players that were perceived to be more signable than talented. The most notable examples of this were in 2002 and 2007. In 2002, the Pirates passed over Melvin Upton, Jr., widely regarded as the top prospect at the time, with the first overall pick—also passing over other highly touted prospects, including
Prince Fielder Prince Semien Fielder (born May 9, 1984) is an American former professional baseball first baseman and designated hitter, who played in Major League Baseball (MLB) for the Milwaukee Brewers, Detroit Tigers, and Texas Rangers. He was selected in ...
,
Zack Greinke Donald Zackary Greinke ( ; born October 21, 1983) is an American professional baseball pitcher who is currently a free agent. He made his MLB debut with the Kansas City Royals in 2004 and has also played in MLB for the Milwaukee Brewers, Los An ...
,
Khalil Greene Khalil Thabit Greene (born October 21, 1979) is an American former professional baseball shortstop. He played in Major League Baseball (MLB) for the San Diego Padres and St. Louis Cardinals. Baseball career High school and college Greene playe ...
,
Scott Kazmir Scott Edward Kazmir (; born January 24, 1984) is an American professional baseball pitcher who is currently a free agent. He previously played for the Tampa Bay Devil Rays/Rays, Los Angeles Angels of Anaheim, Cleveland Indians, Oakland Athletics ...
,
Nick Swisher Nicholas Thompson Swisher (born November 25, 1980) is an American former professional baseball outfielder and first baseman in Major League Baseball (MLB). He was a switch hitter who threw left-handed, and played for the Oakland Athletics, Chica ...
,
Matt Cain Matthew Thomas Cain (born October 1, 1984), nicknamed "The Horse", "Big Daddy", "Big Sugar" and "Cainer", is an American former professional baseball pitcher who played his entire Major League Baseball (MLB) career for the San Francisco Giants ...
,
Cole Hamels Colbert Michael Hamels (born December 27, 1983), nicknamed "Hollywood", is an American professional baseball pitcher who is a free agent. He has played in Major League Baseball (MLB) for the Philadelphia Phillies (2006–2015), Texas Rangers ( ...
and
Jeff Francoeur Jeffrey Braden Francoeur (; born January 8, 1984), nicknamed "Frenchy", is an American former professional baseball right fielder, who played in Major League Baseball (MLB) for the Atlanta Braves, New York Mets, Texas Rangers, Kansas City Royal ...
—and drafted
Bryan Bullington Bryan Paul Bullington (born September 30, 1980) is an American former professional baseball pitcher. Bullington was the first overall selection in the 2002 Major League Baseball draft. In Major League Baseball (MLB), he has played for the Pittsbu ...
, who Littlefield said could be a "good #3 pitcher". After battling with injuries, Bullington was waived by the Pirates in 2008. In 2007, Littlefield and the Pirates passed over the top-ranked college hitting prospect,
Matt Wieters Matthew Richard Wieters (; born May 21, 1986) is an American former professional baseball catcher. He played in Major League Baseball (MLB) for the Baltimore Orioles, Washington Nationals, and St. Louis Cardinals. Wieters played college basebal ...
, and instead drafted pitcher
Daniel Moskos Daniel Ross Moskos (born April 28, 1986) is an American former Major League Baseball left-handed pitcher who played for the Pittsburgh Pirates in 2011, and is currently the assistant pitching coach for the Chicago Cubs of Major League Baseball ...
. Moskos had an inconsistent career in the minors (only playing in the MLB for the 2011 season), while Wieters was a four-time All-Star and two-time Gold Glove Award winner who would play in the MLB for 12 seasons. Littlefield's other #1 draft picks were
Paul Maholm Paul Gurner Maholm (pronounced Mah-HALL-uhm; born June 25, 1982) is an American former professional baseball pitcher. He played in Major League Baseball (MLB) for the Pittsburgh Pirates, Chicago Cubs, Atlanta Braves and Los Angeles Dodgers. Earl ...
(2003),
Neil Walker Neil Martin Andrew Walker (born September 10, 1985) is an American former professional baseball second baseman. He played in Major League Baseball (MLB) for the Pittsburgh Pirates (2009–2015), New York Mets (2016–17), Milwaukee Brewers ( ...
(2004),
Andrew McCutchen Andrew Stefan McCutchen (born October 10, 1986) is an American professional baseball outfielder who is a free agent. He has played in Major League Baseball (MLB) for the Pittsburgh Pirates, San Francisco Giants, New York Yankees, Philadelphia ...
(2005), and
Brad Lincoln Brad Eric Lincoln (born May 25, 1985) is an American former professional baseball pitcher. He played in Major League Baseball (MLB) for the Pittsburgh Pirates, Toronto Blue Jays, and Philadelphia Phillies. Prior to playing professionally, he atten ...
(2006). Lincoln was drafted two picks before now superstar pitcher
Clayton Kershaw Clayton Edward Kershaw (born March 19, 1988) is an American professional baseball pitcher for the Los Angeles Dodgers of Major League Baseball (MLB) . He has played for the Dodgers for the entirety of his MLB career. A left-handed starting pi ...
was drafted by Los Angele


Latin America

Under Littlefield's direction, the Pirates were less aggressive than other teams in signing players from Latin America. At the end of his tenure, the team had no Latin American impact prospects within their minor league system, and those on the major league roster were regarded by many as marginal talents, most signed or acquired before Littlefield's tenure:
José Bautista José Antonio Bautista Santos (born October 19, 1980), nicknamed "Joey Bats", is a Dominican special advisor for the general manager of the Leones del Escogido and former professional baseball right fielder and third baseman. He played in Majo ...
,
Ronny Paulino Ronny Leonel Paulino (born April 21, 1981) is a Dominican former professional baseball catcher. He played in Major League Baseball (MLB) for the Pittsburgh Pirates, Florida Marlins, New York Mets and Baltimore Orioles. Career Pittsburgh Pirate ...
, José Castillo (infielder), Jose Castillo,
Salomón Torres Salomón Torres Ramirez (born March 11, 1972) is a Dominican former professional baseball player. He began his career in with the San Francisco Giants, and also played for the Seattle Mariners, Montreal Expos, Pittsburgh Pirates, and Milwaukee Br ...
,
Dámaso Marte Dámaso Marte Saviñón (born February 14, 1975) is a Dominican former professional baseball relief pitcher. He played for the Seattle Mariners (), Pittsburgh Pirates (, –), Chicago White Sox (–), and New York Yankees (–). Professional c ...
, and
Tony Armas Antonio Rafael Armas Machado (born July 2, 1953) is a Venezuelan former professional baseball player. He played in Major League Baseball (MLB) as an outfielder from 1976 to 1989. He is the father of pitcher Tony Armas Jr. and the older brother o ...
. The Pirates were widely criticized for failing to employ a Latin American scouting director until hiring Rene Gayo nearly three years after Littlefield took over as General Manager. In addition, the team's facilities were widely considered to be among the worst in baseball. While other teams have recognized the benefits of signing such talent at relatively reasonable prices, the Pirates did not extend a signing bonus of more than $85,000 to a Latin American prospect during Littlefield's tenure. Some contend (particularly beat writer Dejan Kovacevic) that, as much as any other decision during Littlefield's tenure, the lack of emphasis on competing in Latin America was one of the most confounding and debilitating for the organization.


Firing

Littlefield was fired on the morning of September 7, 2007. The announcement came shortly before the Pirates could clinch their seventh consecutive losing season under his management. The Pirates never finished higher than 4th place in the NL Central. Brian Graham, the director of player development for the Pirates, served as interim general manager until new Pirates GM
Neal Huntington Neal Alden Huntington (born February 4, 1969) is the former General Manager of the Pittsburgh Pirates of Major League Baseball and currently works in the front office of the Cleveland Guardians. Background A native of Amherst, New Hampshire, Hun ...
took over September 25, 2007.


The Aftermath

In the first 2 years following the Dave Littlefield era, almost every player acquired by Littlefield was purged from the Pirates major league roster, most of them via trade. These trades were made primarily to restock a farm system that was left completely bereft of impact talent and needed to be restocked in order to make the Pirates a long term contender. While many of these trades were roundly criticized by fans and media alike,
Neal Huntington Neal Alden Huntington (born February 4, 1969) is the former General Manager of the Pittsburgh Pirates of Major League Baseball and currently works in the front office of the Cleveland Guardians. Background A native of Amherst, New Hampshire, Hun ...
, Pirates GM at the time the trades were made, justified them by saying that he wasn't breaking up the 1927 Yankees.


Chicago Cubs

On December 19, 2007, Littlefield was named a scout for the
Chicago Cubs The Chicago Cubs are an American professional baseball team based in Chicago. The Cubs compete in Major League Baseball (MLB) as part of the National League (NL) Central division. The club plays its home games at Wrigley Field, which is located ...
.


Detroit Tigers

On October 20, 2014, Littlefield was named a scout for the
Detroit Tigers The Detroit Tigers are an American professional baseball team based in Detroit. The Tigers compete in Major League Baseball (MLB) as a member of the American League (AL) Central division. One of the AL's eight charter franchises, the club was f ...
. On August 11, 2015, Littlefield was promoted to vice president of player development. He was demoted back to scout in August 2021.


References


External links


Littlefield's official biography with the Pirates.
{{DEFAULTSORT:Littlefield, Dave 1960 births Living people Chicago Cubs scouts Detroit Tigers scouts Major League Baseball executives Major League Baseball general managers Pittsburgh Pirates executives Cape Cod Baseball League coaches Isenberg School of Management alumni University of Massachusetts Amherst alumni Portland High School (Maine) alumni