2019: Signing announced on December 5, 2019
2018: Appeared in 26 matches and played 1,592 minutes for USL Championship side Tampa Bay Rowdies. ... Scored six goals (tied for second on the club) and led the team with five assists. ...Named the USL Player of the Week for Week 19 and was named to the USL Team of the Week for Week 11.
Previous: Prior to his season with Tampa Bay, Flemmings played with USL side New York Red Bulls II. In his two seasons with the club, he scored 16 goals in 52 matches and helped lead the club to winning the 2016 USL Cup. That season Flemmings was ranked No. 6 in USL’s Top 20 under 20 list.