* Former host of Comedy Central’s satiric weeknight program, “The Daily Show”
Jonathan Stuart Liebowitz was born to Jewish parents on November 28, 1962 in New York City and grew up in Lawrenceville, New Jersey. In 1984 he earned a psychology degree from the College of William and Mary. “My college career,” he later told New York Magazine, “was waking up late, memorizing someone else’s notes, doing bong hits, and going to soccer practice.”
After completing his education, Liebowitz worked variously as a cancer research laboratory staffer, a bartender, a contract administrator for CUNY, a puppeteer for disabled children, and a van driver for a catering company. In 1987 he performed his first public comedy routine during an “open-microphone night” at the Bitter End Club in New York. Regarding his use of the stage name “Jon Stewart,” Liebowitz later explained: “I’m not a self-hating Jew. Actually, to borrow a line from Lenny Bruce, I just thought Leibowitz was too Hollywood.”
Stewart soon found regular work as a comedian at Stand-Up NY and then at Caesar’s Palace. By 1989 he began appearing on television as the host of Comedy Central’s Short Attention Span Theater and in 1992 he hosted MTV’s You Wrote It, You Watch It. In 1993 Stewart was one of the finalists under consideration to replace David Letterman as the host of NBC’s late-night show, but lost out to Conan O’Brien. Stewart then became host of MTV’s The Jon Stewart Show, which was canceled after one season because of low ratings. In 1994 the Viacom-owned company Paramount gave Stewart his own syndicated program, but poor ratings likewise led to its cancellation the following year.
When Stewart replaced comic Craig Kilborn as anchorman (and co-executive producer) of Comedy Central’s The Daily Show in January 1999, he reshaped this parody of network newscasts to suit his own unique style. Stewart’s brand of humor tends to be relatively gentle when poking fun at Democrats, but more pointed with regard to Republicans. His chief criticism of Democrats is that they are not liberal enough, or that they oppose Republicans too timidly. “My comedy is informed by an ideological background, there’s no question about that,” Stewart said in 2011. “There’s no question I don’t tell the full story….”
When broadcaster Larry King told Stewart “I think you’re a Democrat” during a December 2000 interview on CNN, Stewart replied: “I think that’s probably correct. I would say I’m more of a socialist or an independent.” Years later, in May 2012, Fox News chairman Roger Ailes said that Stewart, in a private conversation, “basically has admitted to me … that he’s a socialist.” Soon thereafter, Stewart addressed the matter on his program, saying: “I don’t believe in state control of industry or collectivizing farms, but I do believe that there is value in some policies that derive from a more socialist ethos, like, uh, um …” At that point, he cut to film footage of Mitt Romney describing Social Security as “an essential program,” and Sarah Palin lauding Medicare. “Can’t we just admit a socialist is someone who wants to spend government money on things you don’t like?” Stewart concluded.
Stewart’s Daily Show consistently ranked as one of television’s most popular programs among the 18-34 age demographic. As Boston Globe reporter Don Aucoin once put it, “What Walter Cronkite was to an earlier generation—an utterly trusted voice—Stewart has been to millennials.” A National Review analysis observed that Stewart “provides intellectually lazy people with an excuse for forgoing the hard work of informing themselves at anything but the most superficial level about political events.”
Stewart took a break from The Daily Show for a few months in 2013 in order to direct the film Rosewater, and then returned to his program that September. He voluntarily resigned from the show on August 6, 2015, and three months later he announced that he had signed a four-year deal to create digital content for HBO platforms.
Stewart’s tendency to criticize and/or mock Israel have been particularly controversial over the years. For example:
In a May 2016 interview with David Axelrod, Stewart said the following about conservatives: “As far as I can tell, the conservative side, or the right side, they feel an ownership over America. They are the stewards of America. They are its forbears — exactly. Republicans, conservatives love America. They just hate, like, 50 percent of the people living in it.” Moreover, he claimed that their “nativism” had caused them to support presidential candidate Donald Trump, who, by Stewart’s telling, was preaching that Muslims “[are] evil and shouldn’t be allowed in this country.” Regarding Trump’s pledge to “make America great again, Stewart said: “When was America great? What is this time that he speaks of? ‘81 to ‘82? Like, what are we talking about? And who took your country away from you?… Who’s country is it? Take up the argument with the Founders. Take it up with the Age of Reason. That’s — All men are created equal. That’s fucked the whole thing up.”
On October 7, 2022, the Twitter account of Stewart’s show “The Problem With Jon Stewart” released a six-minute video of Stewart conducting a combative interview with Arkansas Attorney General Leslie Rutledge, claiming that she and others who were opposed to permitting minors to undergo gender transition procedures such as cross-sex hormone injections, mastectomies, hysterectomies, and orchiectomies, were irresponsibly ignoring vital guidelines that prominent “medical organizations” had established for the purpose of saving the lives and mental health of children with gender dysphoria. “Why would the state of Arkansas step in to override the parents, physicians, psychiatrists, endocrinologists who have developed guidelines?” Stewart asked Rutledge. “Why would you override those guidelines?” Stating also that “the American Medical Association, the American Academy of Pediatrics, and the Endocrine Society” had all endorsed such procedures for children with gender dysphoria, he challenged Rutledge by asking: “What are your qualifications to step in and say, ‘No. Keeping you from [transgender treatment] is protecting you’?”
When Rutledge countered by noting that “98%” of children who express gender dysphoria eventually grow out of the condition after they undergo counseling and other non-medicinal, non-surgical interventions, Stewart retorted: “Wow. That is an incredibly made-up figure.”
At one point Stewart went so far as to liken transgender treatment for minors to “chemotherapy” treatment for cancer patients: “So, if your child is suffering from pediatric cancer, and the state comes in and says to you, ‘They recommend chemotherapy, but we’re not going to let you do that. You can’t. We think you should get a different opinion, and here’s the organization we think you should get the opinion from…. Does that sound like something you would accept?” “Parents with children who have gender dysphoria have lost children to suicide and depression,” added Stewart. “Because it’s acute.”
During a March 26, 2023 appearance on CNN, Stewart told host Fareed Zakaria that efforts to promote Critical Race Theory and “Diversity, Equity& Inclusion” initiatives were noble but insufficient. “The diversity and equity initiatives are a salve,” he said. “They are to pacify and mollify because we won’t actually do the real thing. We won’t actually dismantle the vestiges of all the systemic racism and all this systemic classism and all the systemic gender issues. We won’t actually dismantle that. But what we will do is you can have an office in the building. And every few months we’re going to have to sit and listen to you talk for like an hour. And so we’re good, right?”
Stewart then accused Republicans of intentionally sabotaging government programs by underfunding them and then citing the resultant failures as evidence of government’s generalized inefficiency: “What would you do if you were out of governing ideas? If you didn’t know how to govern a country of this magnitude, and a country of this diversity, and you basically are running on [the theme] ‘government is broken,’ and then when you get in office, you have to be terrible to prove the original premise, like, it must be great to be able to do that. ‘This government doesn’t work and by me not funding it and breaking it, see? See, what I told you? Keep me in power.’ If you don’t have ideas on governing, what do you do? Well, you do the purposeful distortion field that they create.”
As of October 2022, Stewart had a net worth of approximately $120 million. In 2014 he sold his 6,000-square-foot New York City penthouse for $17.5 million. The Daily Caller reports that Stewart, “using a trick mastered by countless one-percenters,” has generally purchased his homes through private trusts, in order to protect the houses from lawsuits and minimize his estate-tax liability.
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