Under the supervision of his personal life coach, Dr. Alison Arnold, Baio visits some of his old girlfriends over an eight-week period in an attempt to figure out why he cannot commit to only one woman.
Dr. Arnold's plan includes Baio apologizing to the exes he hurt and advises him to not see his current girlfriend, Renee, during the eight-week period.
The series also features Baio's three closest friends, including Johnny Venocur (aka "Johnny V") and Jason Hervey (who also created, wrote, and produced the show with Bischoff-Hervey Entertainment's Eric Bischoff).
[2] The crew includes several writers, including Bischoff, who held key positions within the WCW (president; head writer; executive producer) and WWE (on-air talent; co-writer) professional wrestling companies.
In the series finale, Baio comes to terms with his commitment issues and proposes to his long-time girlfriend Renee.