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Howard Stern's $500 Million SiriusXM Contract Is Almost Up— But The 71-Year-Old Turned It Into a Jaw-Dropping Portfolio of Homes To Enjoy Retirement
Howard Stern's $500 Million SiriusXM Contract Is Almost Up— But The 71-Year-Old Turned It Into a Jaw-Dropping Portfolio of Homes To Enjoy Retirement

Yahoo

time4 days ago

  • Business
  • Yahoo

Howard Stern's $500 Million SiriusXM Contract Is Almost Up— But The 71-Year-Old Turned It Into a Jaw-Dropping Portfolio of Homes To Enjoy Retirement

Benzinga and Yahoo Finance LLC may earn commission or revenue on some items through the links below. Howard Stern may be wrapping up one of the most lucrative runs in radio history—but if the mic goes quiet, don't worry. The $650 million man already built himself a retirement plan with wine cellars, walk-in closets, and ocean views. The 71-year-old host of The Howard Stern Show signed his first deal with Sirius Satellite Radio in 2004, worth a then-unthinkable $500 million over five years. The contract included salary, production, staff, and stock awards, and marked the beginning of Stern's move off terrestrial radio. His debut Sirius broadcast aired January 9, 2006, after leaving New York's WNBC and then CBS Radio (Infinity Broadcasting), where he had spent two decades stirring the airwaves. Don't Miss: The same firms that backed Uber, Venmo and eBay are investing in this pre-IPO company disrupting a $1.8T market — and you can too at just $2.90/share. Warren Buffett once said, "If you don't find a way to make money while you sleep, you will work until you die." Here's how you can earn passive income with just $100. Since then, Stern has re-upped his deal three times—in 2010, 2015, and most recently in 2020, when he signed a $500 million, five-year extension with SiriusXM. That contract is set to expire later this year. While rumors have swirled about the show being canceled, SiriusXM president and chief content officer Scott Greenstein told The Hollywood Reporter in 2024 that there's no indication Stern wants to step away. "He's been with me and the company going on two decades, and so he's pretty happy, but he's also able, like many great artists, to stop whenever he wants," Greenstein said. "Nobody will ever replace them. We would never try to replace them." On a separate 2024 earnings call, Greenstein added that he hopes Stern "continues forever." But if he doesn't? Stern's fallback plan involves an empire of real estate that would make most billionaires blush. According to he's spent the better part of the past two decades transforming radio checks into high-end residences in Florida, New York City, and the Hamptons—all of which double as private studios. Palm Beach Palace Stern dropped $52 million on this 3.23-acre ocean-to-lake compound in 2013, then poured another $13 million into renovations. The estate now spans 19,000 square feet and includes five bedrooms, 12.5 bathrooms, a private dock, infinity pool, home theater, spa, and tennis court—not to mention a 1,000-square-foot closet for wife Beth Ostrosky Stern. Stern once referred to Florida as his "retirement state," praising its tax laws and warm weather. Beth told the Miami Herald in 2013, "We ended up having a little life there." Southampton Sanctuary Purchased in 2005 for $20 million, Stern's Hamptons mansion is believed to be his main residence. The 15,000-square-foot Georgian-style estate sits on 4.25 acres and includes eight bedrooms, 12 bathrooms, a bowling alley, spa, wine tasting room, cabana, private beach, and a 1,500-square-foot master suite with dual bathrooms, an office, and balcony. Current estimates place the home's value around $50–$55 million. Trending Now: Accredited Investors: Grab pre-IPO shares of the AI company powering Hasbro, Sephora, and MGM — secure $0.63 shares before 8/14. $100k in assets? Maximize saving for your retirement and cut down on taxes: . Manhattan Manor Located at the Millennium Tower near Lincoln Center, Stern's penthouse was stitched together over the course of a decade. He bought three units on the 54th floor in 1998 for $6 million, followed by two more on the 53rd floor in 2008 for $15 million, bringing the total cost to $21 million. The combined two-floor residence now spans 8,000 square feet, with panoramic views of Central Park and—naturally—a fully equipped broadcast studio. With that trio alone, Stern's real estate holdings likely top $120 million, with value estimates climbing higher thanks to post-pandemic housing spikes in Palm Beach and the Hamptons. For the rest of us, the real estate game might not involve 1,500-square-foot closets—but it doesn't mean sitting it out. Arrived allows everyday investors to purchase fractional shares of income-producing homes in top markets across the country. You won't need eight bathrooms or beach access—just a few dollars and a desire to invest in real estate that generates passive income. Stern's next move remains unannounced. He could ink another deal, launch a side venture, or simply spend more time at home—whichever one he chooses that day. But one thing's certain: after 20 years at SiriusXM and over $1 billion earned across multiple contracts, he's built the kind of real estate portfolio that doesn't need a retirement plan—it is the retirement. See Next: This HELOC lender lets you borrow, repay, and borrow again —. 'Scrolling To UBI' — Deloitte's #1 fastest-growing software company allows users to earn money on their phones. You can invest today for just $0.30/share. This article Howard Stern's $500 Million SiriusXM Contract Is Almost Up— But The 71-Year-Old Turned It Into a Jaw-Dropping Portfolio of Homes To Enjoy Retirement originally appeared on

Is 'The Howard Stern Show' Getting Canceled? Here's What We Know
Is 'The Howard Stern Show' Getting Canceled? Here's What We Know

Yahoo

time07-08-2025

  • Entertainment
  • Yahoo

Is 'The Howard Stern Show' Getting Canceled? Here's What We Know

On Aug. 5, rumors began swirling that 'The Howard Stern Show' was getting canceled after more than two decades on airNEED TO KNOW Howard Stern made his debut on Sirius Satellite Radio, now known as SiriusXM, in 2006 On Aug. 5, rumors began swirling that 'The Howard Stern Show' was getting canceled Stern's most recent five-year contract is expected to expire at the end of 2025Is there change happening at The Howard Stern Show? Howard Stern began his career as a radio host in the 1980s, making his debut on Sirius Satellite Radio (now SiriusXM) in 2006. Over the years, the self-proclaimed "King of All Media" has amassed a massive fan base, was inducted into the Radio Hall of Fame in 2012 and made Forbes' 2022 list of the highest-paid entertainers. During a December 2010 episode, Stern told one of the show's writers, Sal Governale, that he had a "difficult" announcement to make: he had plans to quit. But turns out, it was all a prank. Stern continued his beloved radio show and surpassed the five-year contract that he did extend in 2010 — and then some. Most recently, in 2020, Stern renewed his SiriusXM contract on a five-year $500 million deal, per Forbes. But now that the contract is nearing its end, rumors are swirling that the radio show is on the chopping block. So, is The Howard Stern Show getting canceled? Here's everything we know so far. Is The Howard Stern Show getting canceled? On Aug. 5, several outlets reported that The Howard Stern Show was getting canceled. While his latest contract is nearing its end, Stern has not confirmed himself that his beloved radio show is coming to an end. However, if it is, SiriusXM could face some repercussions. Per The Hollywood Reporter, Credit Suisse analyst Brian Russo released a report around 2020 in which he estimated that 15% (roughly 2.7 million subscribers at the time) of Stern's listeners could cancel their SiriusXM subscriptions if the longtime radio show host retired or left the company. In October 2024, SiriusXM president and chief content officer Scott Greenstein told The Hollywood Reporter that he had not heard from Stern about wanting to leave. "He's been with me and the company going on two decades, and so he's pretty happy, but he's also able, like many great artists, to stop whenever he wants," he said. "Nobody will ever replace them. We would never try to replace them. It's not what is even appropriate, but even practical." Further, during a Q&A on a 2024 earnings call, Greenstein said he hopes Stern "continues forever." "As for Howard, he's a singular talent. No one pretended when Johnny Carson or others retired that the new group would replace them. They were just simply filling in on those slots," he said, adding that Stern "continues to excel, get us awareness and everything else that goes with what he does." PEOPLE has reached out to SiriusXM for comment. Has Stern spoken about retirement? Though Stern has yet to publicly acknowledge the cancellation rumors, he has spoken about the possibility of retiring in the past. In a 2019 episode, Stern told his co-host Robin Quivers that he was "pretty sure" he was "almost out the door," per Far Out Magazine. "When I get out of radio. I'm getting out man," he said, according to the outlet. "I'm getting out anyway because I realize that radio is affecting my health. When I'm home on the weekends I'm fine. And then when I come here all kinds of shit happens." However, per the magazine, he later denied having plans to retire and urged his fans not to take his words seriously at all times. Additionally, after signing his 2020 five-year extension, Stern made a statement in which he praised SiriusXM for how the company "liberated" him, adding, "now that I can work from home, I simply don't have an excuse to quit." What would happen to Stern's catalogue if he retired? If Stern were to retire, SiriusXM would continue to own his library of content for several years. Greenstein told The Hollywood Reporter that SiriusXM would "always have Howard's voice on our air." Additionally, as part of Stern's five-year extension deal in 2020, SiriusXM secured the rights to continue licensing the Howard Stern archive of audio and video content for an additional seven years, per SiriusXM. According to The Hollywood Reporter, SiriusXM has been preparing for the day the radio icon retires, given that he is in his 70s. The company has plans to have a roster of audio talent, per the outlet, that includes James Corden, Andy Cohen, Conan O'Brien and Alex Cooper, whose podcast Call Her Daddy made the move from Spotify to SiriusXM in 2024. "I chose Sirius because there is a lot of opportunity to go to different places and grow Call Her Daddy into something bigger," Cooper told The Hollywood Reporter in October 2024. "To see what they've done with Howard Stern is incredible." Read the original article on People Solve the daily Crossword

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