Season 5

Will they? Won't they?

1. 

   1. The Intransigence of Love

   2019-01-09 · 26m

   Jimmy and Gretchen tell the story of their love to a prospective wedding planner.

2. 

   2. The Pin In My Grenade

   2019-01-16 · 26m

   Jimmy and Gretchen reveal that they're forgoing a traditional wedding, opting instead for a Courthouse elopement.

3. 

   3. The One Thing We Don't Talk About

   2019-01-23 · 26m

   Jimmy challenges Gretchen to tackle some of the responsibilities that come with being an adult.

4. 

   4. What Money?

   2019-01-30 · 26m

   Jimmy unexpectedly receives a large advance and must fend off all his “friends” who just want a piece of the pie.

5. 

   5. A Very Good Boy

   2019-02-06 · 26m

   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.

6. 

   6. This Brief Fermata

   2019-02-13 · 26m

   Jimmy “gifts” Gretchen a week of no-strings-attached sex.

7. 

   7. Zero Eggplants

   2019-02-20 · 26m

   Gretchen and Jimmy make “couple friends.”

8. 

   8. The Pillars of Creation

   2019-02-27 · 26m

   Paul, Vernon, and Becca air their dirty laundry on a weekend getaway.

9. 

   9. Bachelor/Bachelorette Party Sunday Funday

   2019-03-06 · 26m

   Edgar and Lindsay plan the most epic Sunday Funday yet.

10. 

    10. Magical Thinking

    2019-03-13 · 26m

    Gretchen’s anxiety comes to the surface at a major event she’s organized for her new client.

11. 

    11. Four Goddamn More Days

    2019-03-20 · 26m

    Gretchen maintains an elaborate act of deception while Jimmy prepares for the big day.

12. 

    12. We Were Having Such a Nice Day

    2019-03-27 · 26m

    The day before the wedding, Gretchen’s mom comes to town and Edgar takes Jimmy on an epic best-man date.

13. 

    13. Pancakes

    2019-04-03 · 26m

    On the day of their wedding, Jimmy and Gretchen grapple with the meaning of marriage.