Season 4: Christian Siriano

Christian was the youngest Project Runway winner, and has without a doubt been the most successful (and quotable – Who didn’t say ‘fierce’ and ‘hot tranny mess’??) following the finale. In 2010, his eponymous fashion line had racked up more than $1.2 million in sales and he was named as one of Crain’s “Top 40 Entrepreneurs Under 40.” At just 26, he has already had several collaborations and partnerships with Payless (over which his talent agency sued him), Victoria’s Secret, LG, Starbucks, and Spiegel. His designs have become red carpet go-to’s for celebs like Christina Hendricks, Rosario Dawson, and Heidi Klum, and are regularly featured in major fashion mags like Vogue, Marie Claire, and Nylon.