Era: 1980s-1990s
Known For: Made 13 consecutive appearances in Sports Illustrated Swimsuit Edition

Ireland has moved on since her bikini days. While Forbes calls her the "prototype for model-turned-mogul," British Vogue names her the richest model in 2012, over the widely regarded top-earner Giselle Bundchen. And it all started from putting her name on socks at KMart, which quickly became their best-seller.