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In the 2014–15 season, the Ospreys made their first ever appearance in the NCAA Division I Tournament by winning the Atlantic Sun Tournament for the first time. On December 6, 2014, they defeated the Purdue Boilermakers on the road, marking their first ever victory over a Big Ten Conference opponent. They also won the Atlantic Sun regular season title for the first time and posted the best record in team history with 23 wins and 11 losses. As a No. 16 seed in the NCAA Tournament, they were defeated by fellow No. 16 seed Robert Morris in the First Four in Dayton, Ohio. Nevertheless, the Ospreys drew unprecedented media attention both locally and nationally.
Their success continued as the 2015–16 Ospreys began the season with a 93–81 upset at Illinois. It was the program's second win over a Big Ten Conference opponent