He played in Major League Baseball (MLB) for the Detroit Tigers, Boston Red Sox, Baltimore Orioles, Chicago Cubs, and Milwaukee Brewers.

He was a classmate and teammate of future Major League outfielder Adam Jones, and the two remain good friends.

[1] Berry played one season of baseball at Grossmont Junior College before moving on to San Diego State University (SDSU).

Berry's head coach at SDSU was former major leaguer and Baseball Hall of Fame member Tony Gwynn.

On December 10, 2010, Berry was claimed by the New York Mets from the Padres in the minor league phase of the Rule 5 draft.

[8] He made his debut the same day, replacing an injured Austin Jackson in centerfield and batting leadoff.

He played in all four games and was hitless in eight at-bats, drawing a single base on balls[4] as the Giants swept the Tigers.

Berry hit .323 (10-for-31) with seven RBIs, three walks and six strikeouts in Grapefruit League play, but had also missed some time due to patellar tendinitis.

On June 4, the Kansas City Royals claimed Berry off waivers and assigned him to their Triple-A minor league affiliate the Omaha Storm Chasers.

The video of this bizarre incident was played on several sports television shows, including Keith Olbermann's.

[25] Berry signed a minor league contract with the Toronto Blue Jays on September 1, 2016, and was assigned to the Triple-A Buffalo Bisons.

[30] He spent the majority of the season with the Triple-A Colorado Springs Sky Sox, posting a .214 average over 42 games played, before he was released on August 23, 2018.

Berry announced his retirement on Twitter on November 9, 2018, and took a coaching job with the Milwaukee Brewers on the same day.