Gips studied broadcast journalism at Syracuse University before moving to Chicago, where he was trained at The Second City and wrote several plays and sketch shows, including the comedy revue Saturday Morning Live.

"[2] His first feature-length film, Loveless in Los Angeles, is a romantic comedy that takes place behind the scenes of a reality dating show.

A clip from the film, which depicts a bride and a priest being knocked into a pool during a wedding ring exchange by the best man, has been viewed by more than 100 million people online.

[12] He also executive produced TLC's Welcome to Myrtle Manor, Style Network's XOX Betsey Johnson and WE tv's Braxton Family Values.

Gips formed Unrealistic Ideas, a non-scripted production company with partners Mark Wahlberg and Stephen Levinson.