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Season 5
January 9, 2019

Season 5

Will they? Won't they?

01. The Intransigence of Love

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

26min
January 9, 2019

02. The Pin In My Grenade

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

26min
January 16, 2019

03. The One Thing We Don't Talk About

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

26min
January 23, 2019

04. What Money?

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

26min
January 30, 2019

05. 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.

26min
February 6, 2019

06. This Brief Fermata

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

26min
February 13, 2019

07. Zero Eggplants

Gretchen and Jimmy make “couple friends.”

26min
February 20, 2019

08. The Pillars of Creation

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

26min
February 27, 2019

09. Bachelor/Bachelorette Party Sunday Funday

Edgar and Lindsay plan the most epic Sunday Funday yet.

26min
March 6, 2019

10. Magical Thinking

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

26min
March 13, 2019

11. Four Goddamn More Days

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

26min
March 20, 2019

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.

26min
March 27, 2019

13. Pancakes

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

26min
April 3, 2019