It is believed her mostly likely heir of her throne, will be Carine Roitfield, editor-in chief of French Vogue Magazine. However, many are rooting for Cynthia Levive, editor-in-chief of US Glamour. Wintour, who refers to her magazine as " a fashionable girlfriend," has held the position of editor-in chief, since 1988. At the age of sixteen, she dropped out of school and began her career in fashion journalism. Most recently, she appeared on 60 Minutes in a rare interview, where she revealed why she hides behind her sunglasses and justifies her bitchiness..