During his tenure, the Colonials won two Atlantic 10 Conference championships and made three consecutive NCAA Tournament appearances from 2005–07.

At Cambridge, Hobbs played point guard alongside future NBA star Patrick Ewing.

Hobbs played for the Rhode Island Gulls of the USBL in July 1985 before returning to Connecticut and finishing his Bachelor of Science degree in family studies in the summer of 1986.

When Dave Leitao left Calhoun's staff to become the head coach at Northeastern University, Hobbs was elevated to his position as the top recruiter.

[2] During his fourteen years as an assistant coach, Hobbs contributed to a highly successful period for his teams, evidenced by their participation in eight NCAA Tournaments and two NIT appearances.

Under his tenure, the team reached the Sweet Sixteen five times and notably secured the 1998–99 National Championship.

Additionally, he tended to recruit stocky guards and pencil-thin athletic forwards while coaching one of the quickest teams in the country that force turnovers with full-court defense.

[10] To start the 2009–10 season, Hobbs brought in a 6-player recruiting class in which (as of December 21, 2009) four players average at least 15 minutes per game.

[14] The turnaround in victories coincided with an increased presence for Coach Hobbs in communication with fans and on television.