Jeselnik's Comedy Central Presents standup special premiered in 2009, and he was named one of Comedy Central's breakout comedians of the year alongside Nick Kroll, Aziz Ansari, Whitney Cummings, Donald Glover, Matt Braunger, T. J. Miller, Kumail Nanjiani, and Jon Lajoie. In 2009, Jeselnik was hired as a Writer for Late Night with Jimmy Fallon. His dream job, predating standup or his first comedy class, was to sit around a table and "throw out jokes with people you respected." After getting the job, Jeselnik's pitches would be continually shot down as they were too dark. For Example, he routinely fought for a single joke regarding obesity each day for a month, and although Fallon liked the joke, he felt uncomfortable performing it as it would likely jeopardize his likability with the obese. During this period, he was a regular at the Comedy Cellar in Greenwich Village, New York City. Jeselnik would work hard each day for the show and then proceed to go to Comedy Cellar, have a "big stiff drink," and do his act, feeling "miserable." In March 2010, he approached the show's producers and told them he wanted to leave. "We understand—you want to go be Anthony Jeselnik," they said.