Will advises Sylvia to go corporate. In San Diego, Will's plans with Jenna take an unexpected turn.

Unnerved by the closeness of Will's relationship with Sylvia, Charlie invites Will to join him and his coworkers at a baseball game.

Tensions flare between Sylvia and Will at a housewarming party.

To avoid dealing with Charlie, Sylvia invites herself along on Will and Katie's adventure to the LA River.

Sylvia and Will's college friend swings into town for the bachelor party. Sylvia helps Will to come to terms with his relationship.

Frustrated by how much time Sylvia is spending with Will, Charlie crosses a line. Will confronts Reggie and Andy.

After a long rift in their friendship, Sylvia reunites with her old best friend, the newly divorced Will.

Sylvia struggles to keep up with the brutal pace at her new law firm. Will learns about Reggie and Andy's new plans.

Will accompanies Sylvia to an open house. Sylvia helps Will sneak into his ex-wife's home to get the rest of his stuff and make a clean emotional break.

While Sylvia's husband attends a conference, she spends the day getting drunk with Will—who informs her about a development with his bar.

Sylvia throws a divorce party for Will to cheer him up, but it gets out of hand when his rowdy friends try to take control of the night.

Sylvia and Will navigate the new boundaries of their friendship now that Will is engaged to Jenna.