Grant was hired by the Atlanta Hawks immediately following graduate school. He worked there for 9 years, holding several different positions and moved up the ranks, culminating with being named vice president of basketball operations and assistant general manager in 2004. In 2005, he was hired by Danny Ferry to work for the Cleveland Cavaliers. After Ferry's resignation, he was named the new general manager on June 4, 2010. Grant was fired by the Cavaliers on February 6, 2014.