Season two picks up with everyone's favorite pair of best friends as they contend with new midlife hurdles, including work, weddings and partners in crises. The duo tries their best to be each other's rock — but sometimes rocks break things.
Sylvia and Will navigate the new boundaries of their friendship now that Will is engaged to Jenna.
2: The Dinner Party
Aug 5, 2025
In an effort to get closer to Jenna, Sylvia and Charlie invite her and Will over for a couples dinner.
3: The Bachelor Party
Aug 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.
4: Fore!
Aug 19, 2025
Will advises Sylvia to go corporate. In San Diego, Will's plans with Jenna take an unexpected turn.
5: Jeopardy
Tuesday
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
11 Days
7: The Holiday Party
18 Days
8: Young Darcy Mysteries
25 Days
9: Boundaries
32 Days
10: Brett Coyote's Last Stand
39 Days
Rivr: Track Original Shows & Movies
Streamline your streaming with Rivr, the ultimate app for tracking and discovering original shows and movies across all major platforms like Netflix, HBO, and more—never miss a release date or update again!