He served as FC Cincinnati's team captain for two seasons before retiring from his playing career and accepting a position as the club's strength and conditioning coach.

After conceding a penalty, Berry scored his first MLS goal two minutes later off a throw-in deep in the Chivas box.

[9] In December 2015, Berry was announced as one of the first eleven signings for United Soccer League club FC Cincinnati, which played its first season in 2016.

[13] Berry's performance in a 1–0 road victory against Pittsburgh Riverhounds earned him a spot on the final USL Team of the Week of 2016.

[14] At the end of the regular season, FC Cincinnati honored Berry with the Cincinnatus Award for demonstrating "outstanding leadership, service to the great good, civic virtue, lack of personal ambition, and modesty.

[17] However, Berry recovered more quickly and played a full 90 minutes in the club's USL opener at Charleston Battery.

He also made five appearances in the club's championship run in the 2017 U.S. Open Cup, and scored a goal against New York Red Bulls in the semifinals.

[19] In December 2017, FC Cincinnati announced that Berry would be retiring from his playing career and accepting a position on the technical staff.