The Disappointments

Synopsis

Three gay men navigate middle age, its trials and triumphs. After the death of a close friend, they must support each other as they examine the idea that maybe things didn't work out exactly as planned.

First Air Date: 2026-02-15

Last Air Date: 2026-05-10

Number of Seasons: 2

Number of Episodes: 13

View Technical Specifications on IMDb

Top Cast

Rich Burns as Ray Russo
James Matthew Campbell as James Cantwell
Trevor LaPaglia as Dwight
Gedde Watanabe as Gary Chen

Seasons

Season 1 (Director's Cut) (2026)

The original webseries has been re-edited into five twenty-five minute episodes -- as they were originally intended to be seen. Now with extended scenes between Ray and Dwight restored and other fun extras. Watch The Disappointments as it was meant to be seen!

Episodes:

Ep. 1: Let The Shit Show Begin (2026-02-15)

Ray, James and Gary, three close friends in their late 50s/early 60s, are rocked by the suicide of a friend from their past.
Ep. 2: The Worst Person Ever (2026-02-22)

Ray, James and Gary deal with the fallout from a friend's suicide. Dwight offers to move in with Ray to help him pay his bills.
Ep. 3: The Open House Thing (2026-03-01)

Dwight puts Ray on a budget. Gary, James and Ray go to an Open House.
Ep. 4: Handling Snakes (2026-03-08)

Ray sticks up for Dwight and later learns that Keith's body is still in the morgue. James uncovers the the secret that Gary has been hiding from them all.
Ep. 5: Love, Larceny & Loss (2026-03-15)

Ray, Dwight, Gary and James go to a memorial.