Vogue's editor-in-chief Anna Wintour is worth an estimated $35 million. From her first job in retail to artistic director at Condé Nast, here's what her career and life have been like.

The semi-annual chaos that is New York Fashion Week is under way, and designers and fashionistas are deep in preparation mode.

Perhaps no one knows the ins and outs of Fashion Week better than Anna Wintour, longtime editor-in-chief of Vogue magazine and artistic director at Condé Nast. Donning her trademark black Chanel sunglasses and perfectly styled bob, Wintour has been a fashion-show fixture for decades.

With a reported annual salary of $2 million and an estimated net worth of $35 million, Wintour leads the kind of lifestyle any fashionista would envy.