Pete and Berg reflect on their college days when Bill asks them how come neither of them was ever romantically involved with Sharon.

Berg and Sharon make it their business to interview possible future tenants when a vacancy opens up in their building. Pete tries to figure out what to get Melissa for their one-year anniversary, and Berg has a severe emotional reaction to his latest experimental product.

Berg sets Pete up with a patient at the hospital called Lauren in an effort to get Pete over his recent breakup with Melissa. It's only when Pete starts to really like her and starts calling her "The One" that Berg finds out she may not have long to live. It turns out though that Lauren is not dying, but she does live in Colorado. In the end, Pete is glad that he's been dumped by Lauren because it made him forget about Melissa which means he's ready to start dating again.

Berg throws 24 year-old Pete a fake 30th birthday party so he can meet a woman he's had a thing for years. Meanwhile, Sharon awaits a call back from a guy she really likes, unaware that he already has.

Berg and Sharon set Pete up with a girl they find listed in the personal ads, but she soon makes it clear she won't let anyone come between them, even to come in Berg's bedroom at night with a baseball bat.

Pete is trusted to keep the fact that Berg's dad has quit his law firm to become a caricaturist in the park from Berg and that Berg is no longer in law school from Berg's father.

Berg and Pete start a co-ed baseball team in order to meet more women. Bill, being their sponsor is led to believe that team is actually good and challenges one of his competitors to a game.

Berg gets suspicious of Pete when he always want's to deliver the pizza to 845 Arlington. So Berg makes the delivery for a change and discovers that it's a gorgeous artist who paints with her nude body that's been making the orders. This leads Berg and Sharon to believe that Pete is cheating on Melissa with her.

Pete, a huge Boston Celtics fan, is extremely jealous of Berg when Berg gets to sit on the bench with the Celtics. Berg tries to cheer him up by "borrowing" the Celtics championship banner.

Pete and Berg fight back against their landlord when he goes over the edge with the rules for living in the building.

Pete, who has a big presentation to make in front of the museum board, might have accidentally swallowed an overdose of an allergesic Berg is testing out.

Pete wants to break up with his girlfriend Melissa because he doesn't think, she's "the one"; however, just as he's deciding against it, Berg tells Melissa.

Pete and Berg, who feel neglected by Sharon since she has a new boyfriend, plan to sabotage her relationship.