Whitney's fashion beginning was chronicled on MTV -- and viewers watched the lovable SoCal gal's career progression on The Hills and eventually The City. Lisa Love, Kelly Cutrone and Diane von Furstenberg -- what a collection of former bosses.

Before Whit makes her triumphant return to the network -- The Hills: New Beginnings is premiering in the not-so-distant-future -- we're remembering highlights (and one completely understandable stumble) from her professional career during her original Tinseltown stint. So head back to the Teen Vogue closet office with us -- and stay with MTV News for more Hills updates!

Interning 101

There's always something about that first day. And for Whit, it was a funny hesitation to touch anything in her brand-new surroundings (fresh laptops are intimidating!), a first meeting with her manager (LL laying down the LAW) and a late work assignment (invitations to the Young Hollywood Party coming right up).

Everybody falls

Whitney had the opportunity to model a retro Oscar gown for a Good Morning America segment -- and she unfortunately tumbled during the live television segment. Years later, she admitted that day was "so brutal," but fortunately she had a great support system at her job to get her through it (and reliving it on TV "wasn't so difficult.")

You're hired

A much-deserved promotion! New desk and new responsibilities.

People's Revolution Chapter

When Whitney decided she was ready to spread her wings outside of the beloved mag, she formally met with Kelly Cutrone. The PR maven offered our girl a position on the spot and told Whit she had to "give up her life" for the gig. What a warning...

Styling "some girl named Lady Gaga"

Shoutout to Kelly for the above quote about the pop superstar. Back to the moment: Whitney was able to prevent Gaga from having a major wardrobe malfunction at a performance at Area Club. Great poker face, Whit.

A Big (Apple) opportunity

The first mention of leaving Hollywood to pursue another job came courtesy of Kelly. And the People's Revolution head honcho set up a face-to-face for Whitney and the one and only Diane von Furstenberg.

Hello, DVF

Why this career shift, Whit? "I've always wanted to work for a designer -- I think that's a big part of the fashion industry," she stated during her interview.

Cross-country move

Goodbye Hills -- and hello to the bright lights warm nights of New York City.