• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that

2

The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises

3

Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI

1

Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that

2

The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises

3

Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI
FinanceReal Estate

‘This is all bad news’: ‘Shark Tank’ mogul Kevin O’Leary looks at the commercial real estate landscape and despairs, warning of ‘chaos’ to come

By
Alena Botros
Alena Botros
Former staff writer
Down Arrow Button Icon
By
Alena Botros
Alena Botros
Former staff writer
Down Arrow Button Icon
October 16, 2023, 12:08 PM ET
"Shark Tank" star and chairman of O’Leary Ventures, Kevin O’Leary.
"Shark Tank" star and chairman of O’Leary Ventures, Kevin O’Leary.Christopher Willard/ABC via Getty Images

You could be forgiven for thinking that CEOs are a bit relieved by the events of 2023. The long-predicted recession has not manifested (at least, not yet), while a “new normal” of hybrid work has settled in, with remote employees largely back in offices regularly between Tuesdays and Thursdays. And then the historic collapse of Silicon Valley Bank in early March, although it initially sent ripples through the Bay Area, D.C., and Wall Street, did not metastasize into the kind of contagion that sets off a financial crisis. Kevin O’Leary, though, the Shark Tank star and chairman of O’Leary Ventures, sees a different landscape—a bad one.

Recommended Video

As watchers of the hit ABC series (and its Canadian predecessor, Dragons’ Den) know all too well, “Mr. Wonderful” is a successful investor in hundreds of small businesses, so he knows from up-close practice what the regional banks aren’t advertising widely: They have stopped lending. Capital call requirements resulting from commercial real estate distress, he told Fox Business host Larry Kudlow on Sept. 15, are “causing chaos.” At the same time, he noted that the Internal Revenue Service has issued an immediate moratorium on employee retention credit claims for small businesses. O’Leary said that, as far as he knew, that was the only active program where businesses could get capital right from the government, and now it’s been shut down. The pandemic-era relief program was halted amid rising concerns of fraudulent claims, according to the IRS, although it’s one of many similar programs that have ended. For parents, the end of subsidies to childcare facilities has become known as the “childcare cliff.”

“I’ve got over 800 of my companies that applied for this,” O’Leary told Kudlow, adding that they’ve been invaluable: “Over half of them received their money—in some cases, it saved them.” Later in the interview he concluded that “These programs are not aligned, they’re not in sync. So we’ve got the pressure at the regional banks, [a] commercial real estate collapse, and small business not getting any capital. This is all bad news.”

The ‘correction’ ahead?

O’Leary said the distress showed up on his radar about nine months ago, in conversation with Kudlow, the former director of the National Economic Council under former President Donald Trump, because so many of the companies in his portfolio are small businesses that use regional banks. A “correction” is the only conclusion, O’Leary said. What shape that takes is far from certain, though.

“We’ve got to refinance these buildings and many of them have no equity left in them,” O’Leary said, given that remote work has hollowed out so many downtowns nationwide. “So these banks are going to fail because up to 40% of their portfolio, I’m talking regional banks here, are in commercial real estate.”

The national office vacancy rate reached 16.4%, as of the second quarter of this year, which is slightly higher than the prior peak seen at the height of the Global Financial Crisis, according to Collier’s. In some markets, Los Angeles, Manhattan, and San Francisco, that vacancy rate is much higher. And some of those empty office buildings, O’Leary said, can no longer be used as offices because the economy has changed. With small businesses in particular, O’Leary said, a lot of their workers don’t go into an office anymore, which is why they have to be repurposed.

The question is, he said, who’s going to pay for that, particularly when it could be up to $1 trillion, O’Leary estimated. All he could conclude is that big challenges, and likely even bigger problems, lie ahead, and they will manifest across regional banks over the next three years. 

O’Leary continued, adding that most of these buildings have interest rates that are less than 4% on five- to seven-year mortgages, or worse, have floating-rate mortgages. Because the Federal Reserve has raised interest rates several times over the past year in its attempt to lower inflation, buildings that need refinancing will be refinanced at much higher rates, say 9% to 11%, O’Leary said, which sends costs up, making some of those buildings no longer economically viable. 

O’Leary’s comments are echoed widely among financial commentators. On Friday, for instance, Ed Yardeni, the Wall Street legend and founder of Yardeni Research, sounded a similar tune on Bloomberg TV: “Something is breaking right now, and that’s in the commercial real estate market. There’s going to be a lot of things breaking in the commercial real estate market, and I think it’s one of the reasons the Fed is probably done raising interest rates.”

Yardeni noted that with the bond yield up close to 5%, “that’s a disaster for a lot of commercial real estate deals that have to be refinanced, or the value of commercial real estate.” He said it reminded him of the early 1990s, when “a lot of things broke in the commercial real estate market” after the savings and loan crisis, an event that many compare to the Silicon Valley Bank collapse.

O’Leary, for his part, sees a long and difficult road ahead. “You have to take an old office and turn it into a climate-controlled storage or condominium,” O’Leary said. “But in cities like New York, where it’s decimated, those double-B buildings are just empty, you can’t do that without zoning changes. And, policy there is very difficult, so it may be better long-term…to actually tear these buildings down and rebuild.”

Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
About the Author
By Alena BotrosFormer staff writer
LinkedIn iconTwitter icon

Alena Botros is a former reporter at Fortune, where she primarily covered real estate.

See full bioRight Arrow Button Icon

Latest in Finance

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Finance

lirr
EconomyRailroads
Spring Hamptons traffic nightmare as Long Island Rail Road workers go on strike
By Philip Marcelo, Nick Lichtenberg and The Associated PressMay 16, 2026
5 hours ago
delivery
Retailecommerce
Walmart’s upper hand over Amazon in the $1 trillion e-commerce race: 90% of Americans live within 10 miles of a superstore
By Anne D'Innocenzio and The Associated PressMay 16, 2026
5 hours ago
milei
North AmericaInflation
Argentinians wage inflation strike on red meat sending beef consumption to 20-year low
By Clara Preve and The Associated PressMay 16, 2026
5 hours ago
tom
SuccessEntrepreneurs
Top Chef’s Tom Colicchio got a 15x return on a tech company most Americans have never heard of. He thinks his own industry is broken
By Nick LichtenbergMay 16, 2026
8 hours ago
bhaskar
Economydisruption
The prophet of the ‘Wired Belt’ says capitalism is finally eating itself
By Bhaskar ChakravortiMay 16, 2026
9 hours ago
cyborg
Future of WorkProductivity
AI’s cyborg problem: you have to embrace it to really succeed but 90% of people can’t or don’t want to
By Nick LichtenbergMay 16, 2026
10 hours ago

Most Popular

Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
Success
Despite having a $165 million net worth, Scarlett Johansson says work-life balance doesn’t exist—and the first step to success is admitting that
By Preston ForeMay 13, 2026
3 days ago
The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
Politics
The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
By Jake AngeloMay 12, 2026
4 days ago
Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI
AI
Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI
By Jake AngeloMay 16, 2026
7 hours ago
Current price of oil as of May 15, 2026
Personal Finance
Current price of oil as of May 15, 2026
By Joseph HostetlerMay 15, 2026
1 day ago
Meet the 20-year-old CEO who launched a company in high school to solve Gen Z's entry-level job crisis
Future of Work
Meet the 20-year-old CEO who launched a company in high school to solve Gen Z's entry-level job crisis
By Jake AngeloMay 16, 2026
10 hours ago
Debbie Gibson, Geezer Butler of Black Sabbath want you to adopt a beagle rescued from an experimental lab in Wisconsin
North America
Debbie Gibson, Geezer Butler of Black Sabbath want you to adopt a beagle rescued from an experimental lab in Wisconsin
By Scott Bauer and The Associated PressMay 13, 2026
3 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.