The Disappointments - Season 2

The Disappointments - Season 2

Season 2

Ray, Gary and James each find themselves with new and exciting employment possibilities that could actually turn their disappointing lives around, while also managing new challenges in their personal lives. Ray, struggling to move on after his breakup with Dwight, lands a job writing on an animated series for young girls and discovers he’s an awkward fit in a room full of Gen-Z writers. Gary finds himself hired to be the co-host of a talk show and prepares to shoot the pilot while a very unexpected relationship sprouts up in his life. And newly-licensed real estate agent James manages to find a mentor in a prestigious Beverly Hills realty firm, only for complications to arise when the two men enter into a kinky sexual affair.
Network
Episodes8
DatesMar 22, 2026 - May 10, 2026
Previous Season

Episodes

This Is Who We Are Now
Season 2Episode 1

This Is Who We Are Now

Exciting new opportunities arise for Ray, Gary and James while Ray finds himself fixated on his ex, Dwight.
Mar 22, 2026
Unintended Acceleration
Season 2Episode 2

Unintended Acceleration

Ray's preoccupation with Dwight gets him in trouble back at the writers' room, while James takes on his first open house and gets an unlikely new real estate client. Meanwhile, Gary gets some action on his dating app.
Mar 29, 2026
The Donation
Season 2Episode 3

The Donation

Ray, Gary and James go on dates.
Apr 5, 2026
Episode IV - A New Hope
Season 2Episode 4

Episode IV - A New Hope

Ray continues to be an outsider in the writers' room while Gary makes a troubling discovery about Lorena. James reluctantly allows Ray to ride along when he insists on going with James to see Phillip's house.
Apr 12, 2026
Six Minutes Forty-Nine Seconds
Season 2Episode 5

Six Minutes Forty-Nine Seconds

Ray's past comes back to haunt him.
Apr 19, 2026
Rabbit
Season 2Episode 6

Rabbit

Gary and Lorena go on a shopping spree while James deals with a complication at a client's final walk-through. Ray learns that his writing contract isn't going to be picked up and is devastated by Dwight's big news.
Apr 26, 2026
Chimichanga
Season 2Episode 7

Chimichanga

James and Gary make a surprising realization. Ray puts his heart on the line.
May 3, 2026
The Pig
Season 2Episode 8

The Pig

Ray attempts a coup at the office. James loses a client. Gary and Lorena shoot their talk show pilot.
May 10, 2026

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