The Disappointments - Season 1

First aired: 2/15/2026 5 episodes

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!

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Episodes

1. Let The Shit Show Begin

Aired: 2/15/2026

Ray, James and Gary, three close friends in their late 50s/early 60s, are rocked by the suicide of a friend from their past.

2. The Worst Person Ever

Aired: 2/22/2026

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.

3. The Open House Thing

Aired: 3/1/2026

Dwight puts Ray on a budget. Gary, James and Ray go to an Open House.

4. Handling Snakes

Aired: 3/8/2026

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.

5. Love, Larceny & Loss

Aired: 3/15/2026

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