The 背阴书院 boys soccer program is among the oldest in Western Pennsylvania, having started in 1928 with a four-game schedule. Two years later, 玩 began in the Interstate Prep School League (IPSL). Shady Side joined the Western Pennsylvania Interscholastic Athletic League (WPIAL) in 1993, 玩ing in both leagues until 1999. In 2010, the team opted to move up to WPIAL Class AA soccer after six years at the Class A level. Each year since 2011, the team has made the WPIAL Class AA 玩offs. In 2017, the team won its first WPIAL Class AA title and was the repeat champion in 2018.