Roger Greenberg is single, fortyish and deliberately doing nothing. In search of a place to restart his life, he agrees to housesit for his brother in LA and tries to reconnect with his former bandmate and successful ex-girlfriend. But old friends aren't necessarily still best friends, and Greenberg soon finds himself forging a connection with his brother's personal assistant, Florence. Greenberg has come to realize that he may at last have found a reason to be happy.