Though she has an Academy Award now, back in the day, Angelina Jolie and her pronounced pout were modeling as a young teen in LA, New York and in London. She was doing this while she allegedly aspired to be a funeral director of all things. Though she definitely had the look to be a successful model, she became a depressed teen and dropped out of the fashion model scene. Coincidentally, one of her first major roles was portraying the late supermodel Gia Carangi, whose career ended fast after she suffered from drug addiction and died of HIV. The role won Jolie her first Golden Globe award.