30 greatest MLB players to never make the playoffs
29. Randy Winn
Getting drafted by the expansion Tampa Bay Devil Rays was the surest way for an MLB player to miss the playoffs in the late 1990s and early 2000s. Outfielder Randy Winn was one of the fledgling franchise’s first solid players and an All-Star for them in 2002.For 13 years, he was a blend of speed and power to big-league lineups.
Winn was one of the first Rays to break out and get some exposure on a national level. He hit .279/.342/.400 in five seasons with Tampa Bay. Winn hit 94 doubles, 28 triples, 24 home runs and drove in 180 in 519 games for the Rays. His best season came in 2002 when he made the All-Star Game and hit .298/.360/.461 with 39 doubles, nine triples, 14 home runs, 75 RBI and 27 stolen bases. After the 2002 season, the Rays traded Winn to the Seattle Mariners.
With the Mariners, Winn continued his solid production. He was good for over 30 doubles, double-digit home runs, over 75 RBI and 20-plus steals. Winn was dealt again to the San Francisco Giants in the middle of the 2005 season and hit .359 for the Giants in 58 games with 14 home runs and 26 RBI.
Winn stuck with the Giants until the 2010 season. His power was beginning to decline, but his average had remained strong. He signed with the New York Yankees but hit only .213/.300/.295 in 29 games before being released. The Giants won the first of their three World Series titles in 2010 and Winn retired the next spring after failing to make the Baltimore Orioles roster out of Spring Training. He had 1,759 hits in 13 years in the big leagues.