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Michelle Trachtenberg Through the Years: Her Life and Career in Photos


39. Trachtenberg got her big break in 1996 when she starred as the titular Harriet the Spy opposite Rosie O’Donnell.

Trachtenberg’s character, Georgina Sparks, arrived on Gossip Girl shrouded in mystery as the party-going friend of Serena Van der Woodsen ( Blake Lively) intent on serving up revenge. “Happy Valentine’s Day to the man who sits still long enough for me to paint his face,” she later gushed via Instagram in February 2025, sharing a throwback Halloween portrait of the pair. Trachtenberg reprised her Gossip Girl role on the HBO Max reboot, where it was revealed that Constance Billard teacher Kate Keller ( Tavi Gevinson) had been kidnapped by Georgina’s crew and taken to Dan and Serena’s penthouse.

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