Overcompensating cast and character guide: Who plays whom in the latest Prime Video comedy drama?

The comedy-drama television series Overcompensating, which Benito Skinner created and starred in, premiered on May 15, 2025 and the unique story follows Benny, a reclusive former football star, as he enrolls in college and forms an odd friendship with Carmen, a social misfit.

Both characters struggle with concerns of self-acceptance, relationships, and identity as they navigate school life. Since its premiere on Amazon Prime Video, the program has won praise for its unique fusion of humor and emotional candor. Overcompensating, which is produced by A24 and Strong Baby, has Charli XCX and Megan Fox as guests in addition to a superb ensemble cast. Critics have given it positive reviews.

Main cast of the series Overcompensating

Here are the main cast members of the show:

1. Benito Skinner as Benny

Benito Skinner (Image via Instagram/@bennydrama7)

Benito Skinner plays Benny, a secretive former high school football player who is beginning over at the fictional Yates University. Benny, who wants to reinvent himself while masking his sexuality, battles with identity, companionship, and fitting in.

Based loosely on Skinner's personal experiences, the character adds heart and comedy to the coming-of-age tale. In addition to performing, Skinner has conceived, scripted, and executive produced the program. Known for his viral "Benny Drama" videos, this is his most substantial foray into scripted TV.

2. Mary Beth Barone as Grace

Mary Beth Barone plays Grace, Benny's elder sister who is initially upset that Benny followed her to college. She is also Yates classmate and her unique character in the show is majorly struggling with her own challenges, notably her relationship with Peter,

Her character in Overcompensating stresses family relationships and self reinvention with a mix of sarcasm and emotional intelligence. Barone co-hosts the podcast Ride with Benito and does stand up comedy. She has already appeared in Sugar Baby and Black Mirror, and she brings empathy and a good sense of timing to the role.

3. Wally Baram as Carmen

Carmen, portrayed by Wally Baram, is a freshman who quickly becomes Benny's closest university buddy. Despite a rocky start, their relationship grows into an important emotional foundation for both characters.

Carmen, an outsider herself, offers both humorous relief and stability in her Overcompensating character. In addition to her writing credentials on Shrinking and What We Do in the Shadows, Baram makes her acting debut in the series. Her performance provides the ensemble depth and warmth.