- Served as president of the Harvard Lampoon humor magazine in the early 2000s.
- Studied the History and Literature of Russia and Britain at Harvard.
- Wrote for the cartoon Kappa Mikey before joining Saturday Night Live.
- His brother Casey Jost is a member of the Staten Island improv comedy trio ManCrush.
- Won three WGA Awards for his work on SNL.
- Has written for The New Yorker, the New York Times Magazine, the Huffington Post, the Staten Island Advance and Radar magazine.