The Mike O'Malley Show (1999)

Mike is a big 30-year-old lug who doesn't want to grow up. He works as an EMS technician but spends his free time watching hockey and hanging out with scruffy slacker Weasel in the small house they share in New Haven, Connecticut. Mike gets a big slap upside the head when his friend Jimmy, well-known for his brief relationships, decides to marry soulmate Marcia and invites Mike to be his best man. Realizing that his own life is going nowhere, Mike tries to rekindle his his relationship with perky ex-girlfriend Shawna, who is working toward her second degree at Yale.