Tom Brady – Stuck On You
This was before Brady cemented his legacy as one of the greatest athletes in history. He was still floating in Brock Purdy territory but was on the brink of superstardom. He appeared in the 2003 movie Stuck On You alongside Matt Damon but wasn’t a tour de force on the big screen.
Brady had no charisma and failed to convince anybody that he was a decent actor. Maybe Damon just wanted to hang out with the young quarterback and handpicked him to be his partner. It was a strange decision but it didn’t stop him from making further forays into acting. Nobody can say that he’s afraid to look ridiculous (via Time).