While taking audiences back to the 2010s for Overcompensating, Benito Skinner wants to embrace a simpler time.
The series creator and star explained that with Season 2, which Prime Video ordered last September, the show is “really going like 2016 millennial hopecore” with its approach to the decade.
“I hope people like Season 2. We’ve worked really hard on it,” Skinner told E! News. “It feels really sweet and funny, and I’m so proud of it, so I hope people feel like we did it justice. Sorry for the wait.”
While hope sounds nice right about now, Skinner previously teased Deadline that he has “something sinister” in store for the sophomore season. “I do play two characters this season. Yeah, there’s something coming, something sinister,” he said in June.
Inspired by his own journey to coming out of the closet as a college jock, Skinner’s semi-autobiographical series was renewed for Season 2 at Prime Video in September 2025.
Benito Skinner is ready to give us all of the 2016 nostalgia in "Overcompensating" season 2. 👏 pic.twitter.com/l1Zy5xzeyd
With Holmes upped to series regular as hilarious party girl Hailee, Season 2 guest appearances include Tom Francis as Declan Bishop, Aisha Dee as Naomi and AnnaSophia Robb as Chels.
Also reprising their recurring roles from Season 1 are Connie Britton, Kyle MacLachlan, Lukas Gage, Rish Shah, Andrea Martin, Julia Shiplett, Nell Verlaque, Danielle Perez, Yasmine Sahid, Boman Martinez-Reid, Tomaso Sanelli and Austin Lindsay.
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