From 2014 to 2017, he was a correspondent on The Daily Show. He started his own satirical program, The Opposition with Jordan Klepper, which was canceled in 2018. He then starred in the 2019 docuseries Klepper, before returning to The Daily Show later that year as a contributor.
As a comedian, Klepper's most distinctive feature may be the flexibility of his political persona. Earlier in 2017, a few months before the premiere of The Opposition, Comedy Central aired a special called Jordan Klepper Solves Guns. (Klepper regularly covered gun control and legislation for The Daily Show.)
In a chat with the Los Angeles Times in 2018, the Kalamazoo College graduate revealed that the overlap between Jordan Klepper the TV personality and Jordan Klepper the real life individual was only about 20 percent. So what inspired him to take on such a contrasting character?