Amazon Prime Video’s newest A24-backed show, Overcompensating, was promoted as a coming-of-age comedy drama full of emotional awakenings, cringe-comedy, and campus chaos. But as soon as you press play on the pilot, Benito Skinner, playing an 18-year-old college freshman, does not make sense. While there’s no denying Skinner is a talented comedian with a remarkable social media presence, casting him as a teenager fresh out of high school might’ve been a stretch too big.

He might’ve felt like the right fit for the role to other creators of the series, but one can’t help but notice how very awkward his portrayal is. It doesn’t matter if he throws on a graphic tee or clenches his jaw; none of that will successfully mask the age gap.

Benito Skinner does not look 18 in Overcompensating

Overcompensating is inspired by Benito Skinner’s real-life experiences as a student at Georgetown University,...