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Episode 3 - The Bachelor Party
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S2 • E1
The Engagement Party
Sylvia and Will navigate the new boundaries of their friendship now that Will is engaged to Jenna.
2025-08-05
S2 • E2
The Dinner Party
In an effort to get closer to Jenna, Sylvia and Charlie invite her and Will over for a couples dinner.
2025-08-05
S2 • E3
The Bachelor Party
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
S2 • E4
Fore!
Will advises Sylvia to go corporate. In San Diego, Will's plans with Jenna take an unexpected turn.
2025-08-19
S2 • E5
Jeopardy
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
S2 • E6
Road Trip
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
S2 • E7
The Office Party
Will helps Sylvia throw a party for Charlie's law firm. Charlie makes an announcement.
2025-09-09
S2 • E8
Young Darcy Mysteries
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
S2 • E9
Boundaries
To avoid dealing with Charlie, Sylvia invites herself along on Will and Katie's adventure to the LA River.
2025-09-23
S2 • E10
Brett Coyote's Last Stand
Sylvia and Will's friendship hits a wall. Sylvia has a realization about her marriage. Will hears news about his bar.
2025-09-30