Jason gets a huge job opportunity when his boss puts him in charge of converting a low-income housing building into luxury condos. Ben decides to pitch the redevelopment story to New York Magazine in a fit of desperation at his dead-end writing career. His assignment to write an expos? on the tenants' forced eviction leads to a large rift between the friends.

Meanwhile, Bobby befriends an elderly woman in their apartment building who begins paying him for his friendship. When he recruits Barry to do the same for one of her friends, Barry realizes that his date expects more than companionship to get her money's worth.