Reynolds is a former second baseman in Major League Baseball, and is best known for his work as a studio analyst on ESPN's Baseball Tonight. He has been a broadcaster for the Little League World Series and worked for MLB Network. 

Reynolds spent the first 10 years of his professional career in the majors with the Seattle Mariners from 1983 to 1992. He then moved to the Baltimore Orioles in 1993 and then to the California Angels the following season in 1994.

Reynolds was an All-Star in 1987 and 1988, led the American League in stolen bases with 60 in 1987, in triples with 11 in 1988, and in at-bats with 642 in 1990. Reynolds was a career .258 hitter with 21 home runs and 353 RBI in 1374 games. A superb fielder, Reynolds regularly led the league in double plays and won three Gold Glove awards.