He worked as an MLB Network on-air analyst before joining the Marlins as a Minor League Outfield Coordinator for the 2019 season.

Pierre began his professional career with the Portland Rockies of the Northwest League after being selected by Colorado in the 13th round of the 1998 MLB draft.

He won the league batting and stolen base titles in his first professional season with 38 and was a fan favorite even at that level.

Pierre made his major league debut on August 7, 2000, as a pinch runner for the Rockies against the Pittsburgh Pirates.

[3] In 2001, Pierre became the Rockies primary starter in center field, appearing in 156 games, 140 of which were starts, hitting .327 with 2 home runs and 55 RBIs.

He led the NL in both stolen bases (46) and caught stealing (17), and his 202 hits were second behind the San Francisco Giants' Rich Aurilia.

[4] In the 2002 season, Pierre was once again the starter in center field, appearing in 152 games, starting 133 of them, and hit .287 with 1 home run and 35 RBIs.

On November 16, 2002, Pierre was traded along with Mike Hampton and cash to the Florida Marlins for Charles Johnson, Preston Wilson, Vic Darensbourg, and Pablo Ozuna.

[9] On December 7, 2005, the Marlins traded Pierre to the Chicago Cubs, receiving pitchers Sergio Mitre, Ricky Nolasco, and Renyel Pinto in exchange.

In January 2006, Pierre agreed to a 1-year, $5.75 million contract to avoid arbitration, despite the Cubs efforts to reach a long-term deal with him, meaning he would be a free agent following the season.

[11] He also tied for the major league lead in times reached base on an error (13),[12] and played perfect defensive baseball, earning a fielding percentage of 1.000.

When the Dodgers traded for Manny Ramirez, Pierre moved to the bench and saw limited action, primarily as a pinch runner the rest of the season.

Pierre tied former Dodgers player Steve Sax on the top 50 career MLB stolen base leaders list with 444 on June 12, 2009, against the Texas Rangers in Arlington.

During Ramirez's suspension, Pierre delivered a stellar performance that drew praise from fans and critics alike.

[19] On December 15, 2009, Pierre was traded to the Chicago White Sox for two minor league pitching prospects to be named later (Jon Link and John Ely).

[20] Pierre led Major League Baseball with a career-high 68 stolen bases, the second-most in a single season in franchise history after only Rudy Law's 77 in 1983.