Now, he's known for his hilarious roles in some of the greatest comedy movies of all time.
This Vince Vaughn movies list is the only guide to his work you'll ever need.
“I’ve always been more conservative than not”, True Detective star Vince Vaughn told American radio show host Adam Carolla in 2013.
Before that, the amiable-seeming actor was known as a backer and friend of two-time Republican presidential candidate Ron Paul, and an endorser of Mitt Romney's 2012 presidential bid.
But how did he get from there to his notorious GQ interview, in which he claimed that teachers should be allowed access to guns in schools?