Most wouldn't value a sharp fashion sense over a hard earned college degree, but in the cases of Anna Wintour and Tommy Hilfiger, not having a diploma under their perfectly accessorized belts was no hindrance to successes in life. It is common practice for employers to use diplomas a baseline yardstick to gage ability to succeed on the job, but these two fashion icons prove that one doesn't always need higher education in order to prosper, if you've got the drive and talent to succeed.
Tommy Hilfiger also shot to fashion fame without any formal training as founder of his eponymous clothing line. Armed with the notion that he could design apparel better than current market leaders, he launched a collection that catapulted him to household name status, where his brand encompasses everything from clothing to bedding to perfume.