jon stewart Jon Stewart's Most Entertaining Feuds Ever  

Jacob Shelton
139 votes 66 voters 19.1k views 25 items
Jon Stewart’s tenure as host of The Daily Show is coming to an end, so we're thinking back on all the amazing Jon Stewart fights. For the most part, the silly yet acerbic host of The Daily Show had a great time with his guests. But sometimes, the pundits and politicians who appeared on the show tried to best him in a game of wits. That’s where they went wrong.

These interviews always end up the same way - with a guest who’s mad at Jon Stewart. We love it. In fact, we think it’s so great that we made a list of the best beefs Jon Stewart has gotten into. Sometimes, John Stewart's beefs spilled out beyond Comedy Central, into appearances on Fox News or CNN.

For the last sixteen years, we’ve been treated to Jon Stewart breaking down the increasingly terrifying news of the day and taking the stuffing out of neo-cons. As much as we love someone explaining the news to us in a way that we can understand, our favorite part of The Daily Show was when someone got pissed at Stewart for catching them in a lie or just for being a jerk. Check out all of these times that Jon Stewart got under someone’s skin and revel in the comedy gold.

Vote up your favorite Jon Stewart verbal battles and spirited arguments. And if you’ve got a favorite guest that Stewart peeved off, tell us about it in the comments.
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The Time Jon Stewart Basically Got Crossfire Canceled

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It's crazy that in 2004, Jon Stewart was so prepared to take on televised punditry that he was able to appear on CNN's Crossfire, break down what was wrong with their partisan rhetoric, and then get the show canceled with nothing but his words. Who are the five greatest television pundits of all time? Jon Stewart, Jon Stewart, Jon Stewart, Jon Stewart, and Jon Stewart. He's always positioned himself as a comedian, not a pundit, but the man spits hot fire. 
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His Showdown with Jim Cramer

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At the apex of the financial crisis, Stewart took issue with CNBC and Mad Money host Jim Cramer after one of his colleagues referred to people whose homes had been foreclosed as losers. Stewart had mercilessly been mocking the network, and on March 12, 2009, Kramer came on to answer for what Stewart lambasted as woefully incorrect financial advice. Cramer was angry about the beating for years
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Jon Stewart vs. Glenn Beck

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During his time on Fox News, Glenn Beck provided Jon Stewart with plenty of fodder for laughs. On March 8, 2010, Stewart appropriated Beck's trademark chalkboards, claiming the government wanted to put chips in people's heads to control when they can masturbate. "In my America, nobody tells people when they can masturbate. That is a decision that should only be made between myself, my doctor, and that new Calvin Klein billboard outside my window that's lit 24 hours a day."

Despite being invited to appear on the Daily Show, Glenn Beck sadly never took Stewart up on his offer. 
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Jon Stewart vs. Bill O'Reilly: The Endless Struggle

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Stewart's No. 1 cable news frenemy and lover of the loofah Bill O'Reilly stopped by The Daily Show for a debate about white privilege that quickly spiraled into a shouting match. But, true to their relationship, it ended in a handshake. And if that's not enough for you, Bill O'Reilly has been on the show a whopping 11 times. All of his interviews make spectacular popcorn viewing.