[1][2] Dempsey began his college coaching career in 2000 as the head coach at Keystone College, where he led the team to a 55–8 record in two seasons guiding the team to a NJCAA Division III Final Four appearance.
The team doubled its win total a year later and by his third year at the helm, Rider recorded a school record 23-win season with the help of future NBA first round pick Jason Thompson.
Over the next four years, Dempsey had 82 wins, which was the most in Rider history, while also guiding the team to three postseason appearances.
Dempsey was hired at Binghamton in May 2012, taking over for Mark Macon, inheriting a team that went 2–29 in 2011–12.
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