Michelle Phan

Photo by Amy Sussman (Invision/AP/Shutterstock)

Michelle Phan has lived the influencer dream to its fullest extent, from YouTube sensation to makeup mogul to burnt out Millennial who either had to disappear from the web or collapse in on herself like a neutron star.

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Kylie Jenner

Photo by Image Press Agency/NurPhoto/Shutterstock

Since Hugh Hefner's death in 2017, Playboy's been re-branding itself to appeal to millennials by hiring fine art photographers for high concept photo shoots, naming a gay man and proud Taylor Swift fan as its executive editor, re-committing to printing nudity, and replacing its original motto, "Entertainment for men," with "Naked is normal."

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