E1 - The Engagement Party

Aired: August 05, 2025

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

E2 - The Dinner Party

Aired: August 05, 2025

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

E3 - The Bachelor Party

Aired: August 12, 2025

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

E4 - Fore!

Aired: August 19, 2025

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

E5 - Jeopardy

Aired: August 26, 2025

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!

E6 - Road Trip

Aired: September 02, 2025

E7 - The Holiday Party

Aired: September 09, 2025

E8 - Young Darcy Mysteries

Aired: September 16, 2025

E9 - Boundaries

Aired: September 23, 2025

E10 - Brett Coyote's Last Stand

Aired: September 30, 2025