In 1998, Gretchen Mol appeared in several notable films including Rounders, starring Matt Damon and Woody Allen's Celebrity opposite Leonardo DiCaprio. It was in 1998 that she also came to prominence and notoriety when she was featured on the cover of Vanity Fair magazine. Her appearance was both a triumph and a failure -- it brought her great attention, but her movies bombed. Dubbed the "It Girl of the Nineties" by the magazine, her career did not live up to the hype. Her early success was not sustained and she faced several lean years before a notable comeback with The Notorious Bettie Page in 2006.