We follow perpetually-single Will as he attempts to woo women, while avoiding any real commitment. His life changes when a quirky, bohemian, vegan single mother, Fiona, and her 11-year-old son, Marcus, move in next door. Marcus is a misfit, and already being bullied at his new school, yet he and Will strike up an odd-couple friendship, under Fiona’s disapproving watch.

Will returns to sort out a few things but ends up staying longer than planned when he sees Marcus's new "friends".

Will is told to sell his San Francisco home in order to solve his money issues. So he decides to find Marcus a brand new best friend.