Episodes
1. The Engagement Party
6.9
August 5, 2025
29 min
Sylvia and Will navigate the new boundaries of their friendship now that Will is engaged to Jenna.
Guest Stars:
Tre Hale, Andrew Lopez, Vinny Thomas, Sophie Leonard, Max Matenko
2. The Dinner Party
7.5
August 5, 2025
26 min
In an effort to get closer to Jenna, Sylvia and Charlie invite her and Will over for a couples dinner.
Guest Stars:
Tre Hale, Andrew Lopez, Vinny Thomas, Sophie Leonard, Max Matenko
3. The Bachelor Party
6.3
August 12, 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.
Guest Stars:
Sophie Leonard, Max Matenko, Sophia Kopera, Guy Branum, Ankur Bhatt
4. Fore!
7.5
August 19, 2025
32 min
Will advises Sylvia to go corporate. In San Diego, Will's plans with Jenna take an unexpected turn.
Guest Stars:
Tre Hale, Andrew Lopez, Vinny Thomas, Guy Branum, Rachel Rosenbloom
5. Jeopardy
6.0
August 26, 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!
Guest Stars:
Sophie Leonard, Max Matenko, Sophia Kopera, Guy Branum, Gigi Bermingham
6. Road Trip
6.8
September 2, 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.
Guest Stars:
Sophie Leonard, Francesca Delbanco, Penelope Stoller, Mark Fish, Ken Jennings
7. The Office Party
6.3
September 9, 2025
35 min
Will helps Sylvia throw a party for Charlie's law firm. Charlie makes an announcement.
Guest Stars:
Alisha Wainwright, Sophie Leonard, Max Matenko, Sophia Kopera, Francesca Delbanco
8. Young Darcy Mysteries
7.0
September 16, 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.
Guest Stars:
Andrew Lopez, Sophie Leonard, Max Matenko, Sophia Kopera, Francesca Delbanco
9. Boundaries
7.0
September 23, 2025
30 min
To avoid dealing with Charlie, Sylvia invites herself along on Will and Katie's adventure to the LA River.
Guest Stars:
Tre Hale, Vinny Thomas, Sophie Leonard, Max Matenko, Sophia Kopera
