Signed on as a video director at "Saturday Night Live."
Caught the attention of Will Ferrell and Adam McKay when a gitch in their comedy website, Funny or Die, rerouted thousands of viewers to Szymanski's own video short, "Friday Night Nights." They soon asked him to direct many of the site's videos.
Competed in his high school's ComedySportz league.
Had to bring his mother as a chaperone when he performed stand-up comedy during open-mic nights at the Safe House comedy club in Milwaukee because he was under 21.
Originaly told Will Ferrell and Adam McKay that he would be willing to work for no money.