Season 2
10 episodes · first aired 2025-08-05
| Still | # | Title | Overview | Air date | Rating |
|---|---|---|---|---|---|
 | 01 | The Engagement Party 2025-08-05 | Sylvia and Will navigate the new boundaries of their friendship now that Will is engaged to Jenna. | 2025-08-05 | 7.5 |
 | 02 | The Dinner Party 2025-08-05 | In an effort to get closer to Jenna, Sylvia and Charlie invite her and Will over for a couples dinner. | 2025-08-05 | 7.5 |
 | 03 | The Bachelor Party 2025-08-12 | Sylvia and Will's college friend swings into town for the bachelor party. Sylvia helps Will to come to terms with his relationship. | 2025-08-12 | 6.3 |
 | 04 | Fore! 2025-08-19 | Will advises Sylvia to go corporate. In San Diego, Will's plans with Jenna take an unexpected turn. | 2025-08-19 | 7.5 |
 | 05 | Jeopardy 2025-08-26 | 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! | 2025-08-26 | 6.0 |
 | 06 | Road Trip 2025-09-02 | 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. | 2025-09-02 | 6.8 |
 | 07 | The Office Party 2025-09-09 | Will helps Sylvia throw a party for Charlie's law firm. Charlie makes an announcement. | 2025-09-09 | 6.3 |
 | 08 | Young Darcy Mysteries 2025-09-16 | Sylvia gets hired to plan a major Hollywood party. Will finds an unlikely investor for his new bar. Charlie contemplates his professional future. | 2025-09-16 | 7.0 |
 | 09 | Boundaries 2025-09-23 | To avoid dealing with Charlie, Sylvia invites herself along on Will and Katie's adventure to the LA River. | 2025-09-23 | 7.0 |
 | 10 | Brett Coyote's Last Stand 2025-09-30 | Sylvia and Will's friendship hits a wall. Sylvia has a realization about her marriage. Will hears news about his bar. | 2025-09-30 | 6.9 |
Ratings shown are community scores. Once OMDB is wired, these become per-episode IMDB values.