In school, Jen Statsky developed an interest in writing. When she graduated from NYU in 2008, she was working in a coffee shop as well as performing stand-up comedy. Statsky continued her writing career as an intern for Saturday Night Live, Late Night with Conan O'Brien and The Onion. In June 2009, she created a Twitter account and used it to write jokes since she heard it was a good place to practice telling jokes in front of an audience. In 2011, while Statsky continued keeping her Twitter account active, A.D. Miles, the head Writer of NBC's Late Night With Jimmy Fallon, messaged her. Miles, who admired her work, suggested Statsky to apply to a writing position that was available. She applied for the position and in March 2011 her manager confirmed Statsky was recruited as a Writer. Before using Twitter, Jen Statsky had applied to the Late Night With Jimmy Fallon TV series and did not get the job.