Girlboss shows that the she and Sophia had been friends years before she began helping out with Nasty Gal. This was the catalyst for the beginning of their friendship, and by the time Sophia started her business, Annie was basically her right-hand man, helping fill many of her orders and eventually planning her website's launch party.

According to Deadline's character description of Annie, she's a character 'who is a bit of a wild woman and the life of any party.' In the series, viewers get to know Annie as Sophia's best friend, who she met after being detained at a Dodgers game. Amoruso's actual first employee at Nasty Gal was Christina Ferrucci, who she hired on Craigslist, and she could be the inspiration for Annie, reported Racked.

While Sophia in Girlboss is based on Amoruso, there's no word that Annie could have a real-life counterpart. But is Annie from Girlboss based on a real person? Since it's made very clear at the beginning of every episode that the show is a 'real loose' retelling of Amoruso's life, there's a chance that Annie might not be based on a real person. The show's first season deals with the rise of Amoruso's multi-million dollar fashion empire, but it also includes a few other story lines featuring other characters that were able to shape her story, like Annie, her best friend. Netflix's new original series Girlboss calls itself a 'loose retelling' of the early life of Nasty Gal founder Sophia Amoruso, played by Britt Robertson as the fictionalized Sophia Marlowe.

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