Background and career
Dwight Randolph Winn (born June 9, 1974) is an American former professional baseball player and is currently the vice president of player development for the San Francisco Giants of Major League Baseball (MLB). He played all or parts of 13 seasons in MLB, primarily as an outfielder. Winn was a switch hitter, and threw right-handed. He made his major league debut in 1998 with the Tampa Bay Devil Rays, then went on to play for the Seattle Mariners, San Francisco Giants, New York Yankees, and St. Louis Cardinals. He played in the 2002 Major League Baseball All-Star Game. Following his playing career, Winn worked as an analyst for Giants broadcasts on NBC Sports Bay Area from 2013 to 2024, leaving to accept his current position with the Giants.
Winn was born in Los Angeles but attended San Ramon Valley High School. He attended Santa Clara University and played baseball and basketball (where he played guard alongside Steve Nash, his former roommate and future NBA Most Valuable Player).
Winn was selected in the third round (65th overall) of the 1995 MLB draft by the Florida Marlins.
Winn was taken by the Tampa Bay Devil Rays in the 1997 MLB expansion draft. Winn made his MLB debut on May 11, 1998, as a pinch runner for the Devil Rays. On October 3, 1999, he hit an inside-the-park grand slam against the New York Yankees. Winn represented Tampa Bay in the 2002 All-Star Game.
On October 29, 2002, he was traded to the Seattle Mariners as compensation for Lou Piniella being hired to manage the Devil Rays. Winn recorded 462 hits, 40 home runs, 56 stolen bases, 96 doubles, 17 triples, and a .299 batting average over a 2½ year period.
The day before the trade deadline on July 30, 2005, Seattle traded Winn to the Giants for catcher Yorvit Torrealba and minor league pitcher Jesse Foppert. Despite a late-season rally, the 2005 Giants finished third in the NL West, with a 75–87 record. In his 231 at bats as a Giant, Winn had a .359 batting average, a .680 slugging percentage, 26 RBI, and hit 14 home runs. By comparison, in his 386 at bats with the Mariners that year, Winn was batting .275, slugging .391, had 37 RBIs, and hit 6 home runs. In his two months with the Giants, Winn equaled his career best for home runs in a season. For his performance in the month of September, Winn was named National League Player of the Month; he recorded 51 hits and had a batting average of .447. Winn's 51 hits were the most in one month by a Giant in over 30 years. Winn had a career-high hitting streak of 20 games. He signed a three-year, $23.25M contract extension with the Giants the following offseason. In 2006 Winn played in 149 games making 635 plate appearances and saw his average, OBP and slugging drop to .262/.324/.396. In 2007 Winn played in 155 games making 653 plate appearances and saw his average, OBP and slugging rebound closer to his career averages .300/.353/.455. In 2008, Winn repeated his 155 games and made 667 plate appearances. His average, OBP and slugging were .306/.363/.426. In 149 games in 2009, Winn made 597 plate appearances while averaging .262, getting on base .318 and slugging .353. He hit just two home runs and his slugging declined for three straight years. He did record his 200th stolen base and 500th walk during that year. Winn became a free agent following the season.
Sources
Net-worth figure: Celebrity Net Worth (October 2026), in USD. Biography and career facts: the person's Wikipedia article and linked reporting. Snapshot date for all StarWorth figures: 28 October 2026.
