Overcompensating season 2 finally gets release date confirmed with first look at new episodes with "sinister" twist

Prime Video has given fans a first look at Overcompensating season 2, while also confirming when new episodes will drop.

The semi-autobiographical show, which follows the chaotic journey of Benny (Benito Skinner), a closeted former football player and homecoming king, as he navigates college, is set to release its second season from February 17 on the platform.

Season 2 will pick up with Benny and his friends as they take on their second semester, "juggling new lovers, cringey encounters, sexual awakenings, and riskiest of all: collegiate sports," according to the official synopsis.

It continues: "Deeply funny and personal, the show explores the lengths to which we all overcompensate while on the path to finding out who we really are."

Wally Baram also stars as Benny’s best friend Carmen, alongside Mary Beth Barone as Benny’s older sister, while other returning cast members in season 2 include Adam DiMarco, Rish Shah, Holmes, Owen Thiele, Kyle MacLachlan, Connie Britton, Lukas Gage and Nell Verlaque.

Show writer, star and executive producer Skinner previously told Deadline that he has “something sinister” planned for season 2, revealing back in June: “I do play two characters this season. Yeah, there’s something coming, something sinister."

Behind the camera, Scott King returns as showrunner and executive producer, while additional executive producers include Jonah Hill, Matt Dines and Ali Goodwin for Strong Baby, A24 and Charli xcx.

The show premiered in May 2025, and proved to be a huge hit for the streamer, with Skinner telling Huffpost that the success of the series "felt so surreal".

“I’ve been working on it for almost six years now, so to have people ― especially queer people ― come up to me and say they saw their experience reflected on screen in a way they maybe hadn’t seen before has felt like such an honor,” he said.

He continued: “I feel so incredibly lucky that people found the show and rallied behind it.”

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Overcompensating season 2 will be available to watch on Amazon Prime Video from Tuesday 17 February 2027. You can sign up to Amazon Prime Video for a 30-day free trial.

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Molly Moss is a Trends Writer for Radio Times, covering the latest trends across TV, film and more. She has an MA in Newspaper Journalism and has previously written for publications including The Guardian, The Times and The Sun Online.