1. The Engagement Party

6.875

. 5 August 2025. 29 min

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

2. The Dinner Party

7.5

. 5 August 2025. 26 min

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

3. The Bachelor Party

6.333

. 12 August 2025. 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.

4. Fore!

7.5

. 19 August 2025. 32 min

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

5. Jeopardy

6

. 26 August 2025. 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!

6. Road Trip

6.75

. 2 September 2025. 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.

7. The Office Party

6.333

. 9 September 2025. 35 min

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

8. Young Darcy Mysteries

7

. 16 September 2025. 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.

9. Boundaries

7

. 23 September 2025. 30 min

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

10. Brett Coyote's Last Stand

6.9

. 30 September 2025. 40 min

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