Season 2

The Disappointments

8 Episodes Premiered March 22, 2026

Season Overview

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.

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