Benito Skinner is tapping into 2010s nostalgia with Overcompensatingin hopes to revive the feeling of a time when things seemed less complicated.
Discussing the creative direction of Season 2, which Prime Video ordered last September, the 33-year-old comedian and actor said the show is going to fully embrace a “2016 millennial hopecore” approach to the decade.
Speaking with AND! Newshe stated, “I hope people like Season 2. We’ve worked really hard on it.”
“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 the nostalgic optimism sounds appealing, fans shouldn’t expect everything to be rosy, as Benito previously hinted at “something sinister” for Season 2 during his chat with Deadline in June.
“I do play two characters this season. Yeah, there’s something coming, something sinister,” he remarked.
Drawing inspiration from his own experience of coming out as a college jock, Skinner created the semi-autobiographical series, which Prime Video renewed for Season 2 in September 2025.
Alongside Holmes, who returns as series regular Hailee, the sophomore season will feature Tom Francis, Aisha Dee, and AnnaSophia Robb as guest stars, playing Declan Bishop, Naomi, and Chels, respectively.
Returning in recurring roles are several Season 1 cast members, including 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.