Sydney Fleming is an assistant coach for the University of Connecticut softball program in Storrs, Connecticut, joining Laura Valentino's staff in August 2025. Before arriving at UConn, she worked as an operations intern for Major League Baseball at the Jackie Robinson Training Complex.
Fleming graduated from Williams College in 2025 after an accomplished playing career in softball. A two-time team co-captain, she helped Williams win NESCAC championships in 2023 and 2024 and contributed to the program's NCAA Regional title in 2024, earning Regional All-Tournament Team recognition. In her senior season, she was named NESCAC Player of the Year and an All-American after setting Williams single-season records with 21 home runs and 52 RBIs. She also finished with the school's career home run record at 49 and received multiple All-Region and All-League honors.
