Massimino was the head men's basketball coach at Keiser University in West Palm Beach, Florida, a position he had held since 2014, and at Northwood University from 2004-2014. Massimino previously served as the head men's basketball coach at Stony Brook University (1969–1971), Villanova University (1973–1992), the University of Nevada, Las Vegas (1992–1994), and Cleveland State University (1996–2003). 