He portrayed Peter Lovett in the TV Land original sitcom Happily Divorced and provided the voice of Iknik Blackstone Varrick in The Legend of Korra and Mini-Max in Big Hero 6: The Series.

Higgins's numerous television credits include recurring characters on Ally McBeal, Brother's Keeper, Boston Legal and Honey, I Shrunk the Kids: The TV Show.

Higgins gained more recognition by being featured in the films Fun with Dick and Jane, Pitch Perfect and its sequels, and The Break-Up, for which he also wrote vocal arrangements.

His work as a voice actor includes the roles of Judge Mentok in Harvey Birdman, Attorney at Law, 2401 Penitent Tangent in Halo 2, and Riddler in Batman: The Brave and the Bold.

In 2004, he played Secretary of Defense Donald Rumsfeld in the American premiere of David Hare's Stuff Happens at the Mark Taper Forum in Los Angeles.

Coincidentally, he played a game show host 14 years earlier in a season 3 episode of the TV comedy/drama detective series Monk.

Higgins played the role of Principal Toddman in the 2020 Peacock comedy series Saved by the Bell, which was created by Tracey Wigfield.