Season 5 (2019)
Will they? Won't they?
Episodes: 13
Star Cast: Chris Geere , Aya Cash , Desmin Borges , Kether Donohue ,
Episodes List
Ep.1 The Intransigence of Love
Air Date: 2019-01-09
Jimmy and Gretchen tell the story of their love to a prospective wedding planner.
Ep.2 The Pin In My Grenade
Air Date: 2019-01-16
Jimmy and Gretchen reveal that they're forgoing a traditional wedding, opting instead for a Courthouse elopement.
Ep.3 The One Thing We Don't Talk About
Air Date: 2019-01-23
Jimmy challenges Gretchen to tackle some of the responsibilities that come with being an adult.
Ep.4 What Money?
Air Date: 2019-01-30
Jimmy unexpectedly receives a large advance and must fend off all his “friends” who just want a piece of the pie.
Ep.5 A Very Good Boy
Air Date: 2019-02-06
Jimmy attempts to prove that, despite being on the verge of becoming a married man, he has not lost his edge. Edgar and Lindsay attempt to go on a real date.
Ep.6 This Brief Fermata
Air Date: 2019-02-13
Jimmy “gifts” Gretchen a week of no-strings-attached sex.
Ep.7 Zero Eggplants
Air Date: 2019-02-20
Gretchen and Jimmy make “couple friends.”
Ep.8 The Pillars of Creation
Air Date: 2019-02-27
Paul, Vernon, and Becca air their dirty laundry on a weekend getaway.
Ep.9 Bachelor/Bachelorette Party Sunday Funday
Air Date: 2019-03-06
Edgar and Lindsay plan the most epic Sunday Funday yet.
Ep.10 Magical Thinking
Air Date: 2019-03-13
Gretchen’s anxiety comes to the surface at a major event she’s organized for her new client.
Ep.11 Four Goddamn More Days
Air Date: 2019-03-20
Gretchen maintains an elaborate act of deception while Jimmy prepares for the big day.
Ep.12 We Were Having Such a Nice Day
Air Date: 2019-03-27
The day before the wedding, Gretchen’s mom comes to town and Edgar takes Jimmy on an epic best-man date.
Ep.13 Pancakes
Air Date: 2019-04-03
On the day of their wedding, Jimmy and Gretchen grapple with the meaning of marriage.
