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5. Monica Lewinsky

Who can forget “that woman” whose fling almost brought down a president. Although the former intern wants to “burn the beret and bury the blue dress”, she’s also made a bundle from various interviews, speaking engagements, book deals and businesses because of her notoriety. She rode the publicity wave to become a handbag designer for a while. She became a Jenny Craig pitchwoman, a dating reality show host, a UK television reporter, and even made a cameo on Saturday Night Live. She’s recently signed a $12 million dollar deal to publish an upcoming tell-all, plus she’s been offered a cool million by a museum that wants that DNA-stained blue dress. We’re not sure if Monica could do it all again she would, but she’s done okay for herself, all things considered.

Monica Lewinsky
Helga Esteb / shutterstock.com

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