Prime Video's comedy series Overcompensating returns February 17, 2027, with eight new episodes. The show, created by and starring Benito Skinner, will premiere all episodes on the same day.

Season 2 arrives over a year after season 1 debuted. The first season received widespread critical praise and scored a spot on Prime Video's global charts within a week. The show earned a second season renewal nearly four months after its premiere.

The ensemble cast returns, including Mary Beth Barone as Grace, Wally Baram as Carmen, and Katie Holmes as Hailee Matthews, who moves from recurring character to series regular. Kyle MacLachlan and Connie Britton reprise their roles as Benny's parents. New cast members include Aisha Dee, Lukas Gage, Tom Francis, and AnnaSophia Robb.

Overcompensating follows Benny, a closeted former football player and homecoming king navigating his freshman year at Yates University. Season 1 ends with Benny accidentally outed by his best friend. Season 2 picks up during his second semester as the group deals with new relationships, sexual awakenings, and collegiate sports.

Skinner created, wrote, and executive-produced the series based on his own college experiences. Executive producers include showrunner Scott King, A24, and Charli XCX, alongside Jonah Hill, Matt Dines, and Ali Goodwin for Strong Baby. Season 1 holds a 93% rating on Rotten Tomatoes and earned nominations from the Gotham TV Awards and GLAAD Media Awards.