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When Sophia Amoruso started selling vintage clothing on eBay from her tiny San Francisco apartment, she had no idea that one day she would be at the helm of a fashion brand valued at 350 million dollars. And once venture capital came into play, it seemed the sky was the limit for Sophia and her company Nasty Gal. Find out how Sophia went from bankrolled to bankrupt—and what she's doing differently with her new company, Girlboss. Learn more about your ad choices. Visit megaphone.fm/adchoices