Season 5
Season 5 • 2019
⭐ 4.5 / 5
Will they? Won't they?
Episodes
1. The Intransigence of Love
Jimmy and Gretchen tell the story of their love to a prospective wedding planner.
2019-01-09 • 26 min
2. The Pin In My Grenade
Jimmy and Gretchen reveal that they're forgoing a traditional wedding, opting instead for a Courthouse elopement.
2019-01-16 • 26 min
3. The One Thing We Don't Talk About
Jimmy challenges Gretchen to tackle some of the responsibilities that come with being an adult.
2019-01-23 • 26 min
4. What Money?
Jimmy unexpectedly receives a large advance and must fend off all his “friends” who just want a piece of the pie.
2019-01-30 • 26 min
5. A Very Good Boy
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.
2019-02-06 • 26 min
6. This Brief Fermata
Jimmy “gifts” Gretchen a week of no-strings-attached sex.
2019-02-13 • 26 min
7. Zero Eggplants
Gretchen and Jimmy make “couple friends.”
2019-02-20 • 26 min
8. The Pillars of Creation
Paul, Vernon, and Becca air their dirty laundry on a weekend getaway.
2019-02-27 • 26 min
9. Bachelor/Bachelorette Party Sunday Funday
Edgar and Lindsay plan the most epic Sunday Funday yet.
2019-03-06 • 26 min
10. Magical Thinking
Gretchen’s anxiety comes to the surface at a major event she’s organized for her new client.
2019-03-13 • 26 min
11. Four Goddamn More Days
Gretchen maintains an elaborate act of deception while Jimmy prepares for the big day.
2019-03-20 • 26 min
12. We Were Having Such a Nice Day
The day before the wedding, Gretchen’s mom comes to town and Edgar takes Jimmy on an epic best-man date.
2019-03-27 • 26 min
13. Pancakes
On the day of their wedding, Jimmy and Gretchen grapple with the meaning of marriage.
2019-04-03 • 26 min
