Air date: 2025-08-05

Runtime: 29 min

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

Air date: 2025-08-05

Runtime: 26 min

In an effort to get closer to Jenna, Sylvia and Charlie invite her and Will over for a couples dinner.

Air date: 2025-08-12

Runtime: 30 min

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

Air date: 2025-08-19

Runtime: 32 min

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

Air date: 2025-08-26

Runtime: 36 min

When Will moves in with Sylvia and Charlie, her new job forces the guys to spend one-on-one time together. Charlie goes on Jeopardy!

Air date: 2025-09-02

Runtime: 24 min

Sylvia, Will, and Katie take a road trip to the desert. Will faces the reality of working for his ex-fiancée. Sylvia questions Charlie's stability.

Air date: 2025-09-09

Runtime: 35 min

Will helps Sylvia throw a party for Charlie's law firm. Charlie makes an announcement.

Air date: 2025-09-16

Runtime: 33 min

Sylvia gets hired to plan a major Hollywood party. Will finds an unlikely investor for his new bar. Charlie contemplates his professional future.

Air date: 2025-09-23

Runtime: 30 min

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

Air date: 2025-09-30

Runtime: 40 min

Sylvia and Will's friendship hits a wall. Sylvia has a realization about her marriage. Will hears news about his bar.