A man trapped in routine is having a recurrent dream reflecting this entrapment. Eventually he meets a woman that makes his dream change and triggers a change that will lead him to beat the dream and escape routine.

Nate is a neurotic, recently laid-off investment banker. Joe is his unemployed, morally questionable, hustler roommate. Unable to find gainful employment (or pay for his impending wedding), Nate secretly tags along on Joe's work-for-hire Craigslist adventures. Each episode finds the unlikely pair doing an outlandish job for ridiculous people in an absurd attempt to earn a random buck.