Benito Skinner's Overcompensating returns to Prime Video in February 2027
The second season of the comedy series, which stars Mary Beth Barone and Adam DiMarco, will stream in its entirety on February 17.
By Ariana Flores ·
Prime Video announced on November 9 that the second season of the comedy series Overcompensating will premiere on February 17, 2027. The network will release all episodes for the season simultaneously to streaming audiences.
The show returned to viewers in May 2025 for its first season. The series follows Benny, a character played by creator and star Benito Skinner. Benny is described as a closeted former homecoming king who attends college. He befriends Carmen, a character portrayed by Wally Baram. The synopsis notes that Carmen is a high school outsider trying to fit in.
Benny and Carmen navigate college life with help from Benny’s older sister. Mary Beth Barone plays the sister. Adam DiMarco portrays her boyfriend, who is described in the show's materials as a campus legend. The characters deal with bad hookups, flavored vodka, and fake identification. The story explores how the characters cope while trying to understand their identities.
The cast for the first season included Rish Shah, Owen Thiele, Connie Britton, Kyle MacLachlan, and Kaia Gerber. Pop star Charli XCX guest starred in the series. She also served as the executive music producer for the first season.
Prime Video renewed the show for a second season in September 2025. Skinner announced the renewal on his Instagram account at the time. He posted a photo with the caption that the cast and crew were officially going back to school. He thanked fans for their support and patience. He noted that one man at a Hudson News store told him he had watched the series seven times.
