Signed on November 22, 2019.
Nashville SC (USL Championship)
- Made 27 appearances and 14 starts across all competitions
- Scored three goals and notched four assists
- Scored his first goal of the season in a 5-1 win over Swope Park on May 11
- Scored his second goal against Indy Eleven on July 27 in 2-0 win
- Made 30 appearances and 22 starts across all competitions
- Scored four goals and notched three assists
- Made his USL debut on March 31 in a 1-0 win over Bethlehem Steel FC
- Scored his first USL goal against Charlotte in 2-0 victory on April 8
- Winn played his college career at University of North Carolina where he played mainly as a winger or forward. Winn played 77 matches for the Tarheels, starting 62. He scored 23 goals and had 14 assists.