‘Overcompensating’ Cast and Character Guide | Photos

Benito Skinner’s semi-biographical college comedy “Overcompensating” is the social media star‘s first long-form project.
His Prime Video series introduces several new faces to the comedy landscape alongside a stacked list of guest stars. Skinner’s podcasting partner, Mary Beth Barone, stars as his sister in the series, while Wally Baram makes her acting debut as Benny’s freshman-year friend.
“Overcompensating” also includes Connie Britton and Kyle MacLachlan as Benny’s parents, and guest stars Kaia Gerber, Owen Thiele and Charli Xcx. Additional guest stars include Lukas Gage, Megan Fox, James Van Der Beek, Bowen Yang, Matt Rogers, Didi Conn, Rachel Matthews, Danielle Perez, Boman Martinez Reid and Yasmine Sahid.
Keep reading for a full breakdown of the cast of “Overcompensating.”
Benito Skinner as Benny Kyle MacLachlan, Benito Skinner and Connie Britton in “Overcompensating” (Credit: Prime Video)
Skinner stars as Benny, a semi-autobiographical version of his closeted college self.
His Prime Video series introduces several new faces to the comedy landscape alongside a stacked list of guest stars. Skinner’s podcasting partner, Mary Beth Barone, stars as his sister in the series, while Wally Baram makes her acting debut as Benny’s freshman-year friend.
“Overcompensating” also includes Connie Britton and Kyle MacLachlan as Benny’s parents, and guest stars Kaia Gerber, Owen Thiele and Charli Xcx. Additional guest stars include Lukas Gage, Megan Fox, James Van Der Beek, Bowen Yang, Matt Rogers, Didi Conn, Rachel Matthews, Danielle Perez, Boman Martinez Reid and Yasmine Sahid.
Keep reading for a full breakdown of the cast of “Overcompensating.”
Benito Skinner as Benny Kyle MacLachlan, Benito Skinner and Connie Britton in “Overcompensating” (Credit: Prime Video)
Skinner stars as Benny, a semi-autobiographical version of his closeted college self.
- 5/15/2025
- by Tess Patton
- The Wrap
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