Roger Greenberg (Ben Stiller), a failed musician now making a living as a carpenter in New York, returns to Los Angeles to house-sit for his brother (Chris Messina). He is stranded there -- since he doesn't drive -- until his brother's assistant, Florence (Greta Gerwig), comes to his rescue. She is as much a lost soul as he is, and as the pair begin spending more time together, they form a significant connection -- giving Roger a much-needed reason to be happy.