Will agrees to babysit Marcus so Fiona can go on a job interview, but a last-minute invitation to a party complicates the situation.

Fiona intrudes on Will's poker night. Meanwhile, Marcus goes on his first sleepover.

Will invites Sam to a game night hosted by Andy and Laurie.

Will turns to Andy for advice after Sam gets a job offer in New York in the Season 1 finale.

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.

Will accompanies Andy to the Bar Mitzvah of a music mogul's son.

To Will and Fiona’s surprise, Shea accepts Marcus’ proposal to be his girlfriend. However, Shea’s idea of a boyfriend translates closer to a personal assistant than a companion. Elsewhere, Fiona attempts to be more spontaneous with Chris, while Will chaperones Marcus and Shea’s frozen yogurt date.