Winning an Oscar is the highest achievement an actor can attain. That being said, it takes a lot of work to win an Academy Award. Many actors start out in much simpler roles, such as car commercials, while others opt to do car spots well after they've won an Oscar simply for the fun (money) of it. If you're a fan of advertisements starring big stars such as Robert De Niro, then continue below to check out all of these Oscar-winning auto ads.

George Clooney won an Oscar for "Syriana," but that doesn't mean he's above shooting commercials for Fiat. Clooney really, really loves hatchbacks, and Italy.

Clint Eastwood is a legendary American icon, which might explain why Chrysler decided to cast him in its "Halftime in America" ad. Thankfully Eastwood didn't revive his America-loving character from "Gran Torino" for this spot.

In case you forgot, Eminem won an Oscar in 2002 for Best Original Song for "Lose Yourself." The win made history as it was the first rap song to ever win an Oscar. This Chrysler ad is short on rapping but big on the 200 and the city of Detroit.

This ad shows a young Robert De Niro advertising the awesomeness that is an AMC Ambassador. Yes, even the greatest of Hollywood actors have shot car commercials. And yes, Richie needs to get his damn shoes off the seats.