Unlike a plethora of television journalists working in American television today, Jesse Watters didn't study journalism in college. In fact, he graduated with a major in history and headed to Wall Street after graduation. It didn't take long for him to realize that it wasn't the right career choice.
In an interview with Insight Channel in April 2016, he said to Joe Concha, "Yeah, I thought I was going to make a lot of money because all of my friends in college were going to go to Wall Street. And I tried it and failed miserably because I couldn’t do basic arithmetic." In an older interview with TVNewswer, Watters revealed that he "never had dreams of being on air."
After failing to make it in Wall Street, Watters became a production assistant at Fox News in 2002. Two years later, his big break came calling when he was sent to Alabama to interview a judge who had pardoned a sex offender. It was the first ambush interview of his career and led to regular appearances as the host of the segment, Watters' World, on The O'Reilly Factor.
In November 2015, it was announced that Watters would be hosting his own monthly special on Fox News, also called Watters' World. The show debuted on November 20 and is popular for his entertaining man-on-the-street interviews and ambush interviews. So far, he has ambushed NPR CEO Vivian Schiller, Mayor Diane Veltri Bendekovic, Think Progress' Amanda Terkel, President of Hampshire College Jonathan Lash, Bernie Sanders, and Bill Moyers to name a few.