She attended Cornell University in Ithaca, New York, where she was an English major and a sorority member of Alpha Epsilon Phi, graduating in 1999. After college, she traveled as a backpacker through Europe, Israel, Egypt, Jordan, Thailand, India, Nepal, and Hong Kong. Returning home, she moved to Manhattan and was hired as Wintour's assistant at "Vogue". She was there for ten months before leaving along with features editor Richard Story. While Weisberger said she felt out of place at the magazine, managing editor Laurie Jones later said, "She seemed to be a perfectly happy, lovely woman".