[2] After graduating from Miami Senior High School, Grant became an All-City first-team selection and Player-of-the-Year.

He played at the University of Dayton from 1983 to 1987 while residing at 3 Evanston (The Gateway) and guiding them to the Elite Eight of the NCAA Tournament before bowing out to eventual national champion Georgetown.

In 1987, Grant spent a year playing for the Miami Tropics of the United States Basketball League.

In 1987, Grant became an assistant coach and math teacher at Miami Senior High School under Marcos "Shaky" Rodriguez.

Grant served for ten years as an assistant to Billy Donovan at the University of Florida (UF).

In the spring of 2002, Grant was elevated to the title of Associate Head Coach after serving as an assistant for his first six seasons.

Grant led VCU to a 79–77 upset of 6th seeded Duke to reach the 2nd round of the 2007 NCAA tournament.

On March 27, 2009, Grant agreed in principle to become the twentieth head men's basketball coach at the University of Alabama.

In Grant's fourth season at Alabama, the Crimson Tide started strong but struggled in December due to injuries.