Freddie Prinze Jr. is one of the most iconic actors from the late ’90s and early 2000s. He cemented himself as one of the most popular heartthrobs of the time with a continuous stream of teen rom-coms and became one of the few stars to use Hollywood instead of being used by the cutthroat industry. Now, he has mostly retired from the spotlight and focuses mainly on his voice work with Stars Wars: Rebels and his home life, but that doesn’t mean that fans do not miss him! Take a look back at his career with some of his most popular films ranked from worst to best:
10. Brooklyn Rules (2007)
2007’s Brooklyn Rules came at the tail end of the actor’s film career and is perhaps one of his least memorable roles. Set in 1985, the film starred Freddie Prinze Jr. as Michael, the narrator and protagonist who desperately tries to leave his life on the Brooklyn streets and the Mafia behind by scamming his way into Columbia University. Naturally, the film reveals it is never that easy to leave your roots behind and while it was certainly a different role for the actor, it was still reminiscent of his former popular romance films. For many Freddie Prinze Jr. fans the role was exciting because it was different, but it could not overpower the ones that made him a Hollywood heartthrob.