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'Overcompensating's Benito Skinner Plays Two Roles In Season 2

Deadline Published Jun 27, 2026 Reviewed Jun 30, 2026 ✓ Reviewed by citations.press editors

Citation-ready fact

'Overcompensating' was renewed for its second season in September.

2 season · Overcompensating

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Citation-ready fact

Benito Skinner stated that he plays two characters in the current season of "Overcompensating".

2 · characters

Benito Skinner, Overcompensating creator and star

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With Season 2 of his Prime Video series, Benito Skinner is putting in some onscreen double duty.

On Saturday, the Overcompensating creator and star teased to Deadline that “something sinister” is in store for the collegiate comedy series, in which he reprises his starring role as Benny, in addition to another mysterious role.

“I do play two characters this season,” said Skinner at Prime Video’s Obsessed Fest. “Yeah, there’s something coming, something sinister.”

Inspired by his 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.

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.

Benito Skinner hints at some musical moments including Zedd in Season 2 of ‘Overcompensating’ #ObsessedFest pic.twitter.com/8hCn7lZytb

Also reprising their recurring roles from Season 1 are Connie Britton, Kyle MacLachlan, Lukas Gage, Andrea Martin, Julia Shiplett, Nell Verlaque, Danielle Perez, Yasmine Sahid, Boman Martinez-Reid, Tomaso Sanelli and Austin Lindsay.

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