Early career In 1996, DePodesta got his first baseball job with the
Cleveland Indians, where he spent three seasons. He spent the 1996 season as a player development intern, and was promoted to advance scout for the 1997–1998 seasons. Later in the 1998 season, he was appointed special assistant to general manager
John Hart. DePodesta was heavily criticized in the local and national baseball media for this trade, because Lo Duca was thought to be the "heart and soul" of the team. The Dodgers made the playoffs anyway, with Penny developing into one of the better pitchers in the National League during his stint with the Dodgers, which lasted until the end of the 2008 season. Choi, however, was a disappointment, batting just .161 in 2004 and .253 in 2005, and striking out 80 times in 320 at bats.
Bill Murphy was traded that year to acquire
Steve Finley, who hit 13 homers in 58 games, including a memorable grand slam that clinched the division title. Lo Duca played through 2005 with the Marlins and then went to the
New York Mets, the
Washington Nationals and back to the Marlins, making his final Major League appearance in September 2008. During the 2004 offseason,
Adrián Beltré, who had hit 48 home runs in 2004, signed with Seattle as a free agent, spurning DePodesta's offer of 3 years for $30 million for Seattle's offer of 5 years for $64 million. DePodesta signed
J. D. Drew,
Jeff Kent, and
Derek Lowe. Drew enjoyed two productive seasons as a Dodger and then used an opt-out clause in his contract to sign a new 5-year deal with the
Boston Red Sox. Both Kent and Lowe put in four productive seasons for the Dodgers and cut ties with the franchise at the end of the 2008 season with Kent retiring and Lowe signing a contract with the
Atlanta Braves. Coming off the successes of 2004, the 2005 season saw the Dodgers lose a number of players to significant stints on the
disabled list. Many of the players lost to injury were expected to produce heavily for the team, including
J. D. Drew,
Milton Bradley,
Éric Gagné,
Jayson Werth,
César Izturis and
Odalis Pérez. The 2005 season resulted in the team's worst record since 1992 and second worst since moving to Los Angeles in 1958. On October 29, 2005, Dodgers owner
Frank McCourt fired DePodesta, citing his desire to see the club win and that DePodesta had not met those expectations. Reports surfaced that the real reason McCourt had fired DePodesta was his inability to find satisfactory managerial candidates to replace
Jim Tracy. He was later replaced by
Ned Colletti, who hired
Grady Little as manager. Some have speculated that McCourt fired DePodesta in response to media criticism from
Los Angeles Times sports columnists
T. J. Simers and
Bill Plaschke, who were vehemently "anti-Moneyball" and referred to DePodesta pejoratively as "
Google Boy."
San Diego Padres and New York Mets On June 30, 2006, DePodesta was hired as the special assistant for baseball operations for the
San Diego Padres and was promoted to executive vice president on November 10, 2008. On November 8, 2010, DePodesta was hired as the vice president of player development and scouting for the
New York Mets by general manager
Sandy Alderson, with whom DePodesta worked when Alderson was CEO of the Padres.
Cleveland Browns On January 5, 2016, DePodesta was hired by the
Cleveland Browns of the
National Football League (NFL) as its chief strategy officer. On July 31, 2021, it was reported that the Browns and DePodesta had agreed to a 5-year contract extension. On March 18, 2022, DePodesta helped to facilitate
a trade for Deshaun Watson. Watson and the Texans' 2024 sixth-round draft pick were traded to the
Cleveland Browns in exchange for the Browns' first-round draft picks in 2022, 2023, and 2024, as well as the Browns' third-round pick in 2023 and fourth-round picks in 2022 and 2024. As part of the trade, Watson signed a new, fully guaranteed, five-year, $230 million deal with the Browns, making it the largest contract at the time and most guaranteed money in the NFL. It has since been considered one of the worst contracts in NFL history.
Colorado Rockies The
Colorado Rockies of MLB named DePodesta their president of baseball operations on November 7, 2025.
Other ventures On December 13, 2012, DePodesta joined the
Sears Holdings Corporation board of directors. He has also served as a keynote speaker at numerous business conventions and been covered by publications such as
Baseball Prospectus and
Fortune Magazine. == Personal life ==