Tom Farrell, a music executive, looks for love in the big apple. While looking for love he is fired from his record company so attempts to start his own. Meanwhile, Tom's girlfriend pressures him to get married to her.

Tom promises to get a famous singer he once represented to play at a benefit concert, but her lable company will not let her even though she wants to. Meanwhile, Mike and Karen look for a nanny for their child.

Tom deals with a tight budget, quirky director and looming deadline as the record company films Wayne's first video.