Howard Enters the "No Spin Zone" (2008)
After a year at Sirius, Stern had helped the company rocket from 600,000 subscribers to 3.1 million. He appeared on Fox's O'Reilly Factor to continue to spread the word about his new station. But instead receiving of a warm welcome from host Bill O'Reilly, Stern got pure hostility. O'Reilly said Stern "can't be serious" for making a reported $500 million. "Listen to you – you are so jealous," Stern said. "That's why you sell so many tchotchkes at the end of your show." Stern even took credit for O'Reilly's rise: "My show was revolutionary – groundbreaking. There were no Bill O'Reilly's even, who gave their opinion."
O'Reilly wasn't having any of it. He used the third segment of the appearance to paint Stern as an elitist who had lost touch with his working class audience and hung out with "pinhead movie stars." "You have a house in the Hamptons and you go to Nobu. What's that all about? I don't do that," O'Reilly said. Stern shot back, "Sure you do, you're gonna paint yourself as some bum?"
Ten years after that appearance, nobody has relished O'Reilly's oust from Fox News more than Stern. He still often plays clips of O'Reilly's new podcast, picking them apart line by line. "I guess I'm enjoying someone else's misery," Stern said. "Bill O'Reilly was so full of himself."