Skip to content

Real Estate

Kevin O'Leary delivers a blunt caution to Americans buying their first home

Digilifetrends Updated 2026-10-26 4 min read
arena photography

Kevin O’Leary shared a post on X urging people to rethink how they approach homeownership. His message was not about stocks, startups, or choosing the right investment.

The investor and “Shark Tank” personality argued that buying a house should not be treated as a goal to chase without hesitation. In his view, a mortgage is debt, and many buyers underestimate the true cost before they commit.

“Don’t fall in love with being in debt through a mortgage,” O’Leary wrote. “Fall in love with being debt-free. Feels way better.”

Why O’Leary says renting first can be the smarter move

O’Leary’s advice focuses on timing. He said renters should spend time in a market before buying, learn whether the neighborhood fits their needs, and make sure the job that supports their lifestyle is stable enough to handle a long-term payment.

“Once you’re feeling very comfortable about that, and maybe you’re thinking about starting a family, then considering a mortgage might make sense,” he said.

He is not opposed to owning a home. His warning is about the debt that comes with it and how quickly that burden can become dangerous when life changes. Property taxes can rise, maintenance never ends, and a job loss or an interest-rate reset on an adjustable-rate mortgage can turn a manageable payment into a crisis.

“Always remember that you owe money, lots of money,” O’Leary said. “Debt is debt, and you have to pay it back.”

His sharpest warning is for adjustable-rate mortgages

O’Leary was especially direct about adjustable-rate mortgages, or ARMs. These loans often begin with lower rates, but those rates can reset later, sometimes at much higher levels.

“If you go into a floating rate mortgage and all of a sudden for some reason rates do go up, you’re screwed,” he said.

For buyers who expect to sell or refinance before the adjustment date, an ARM may be workable. For those who stay longer than planned, it can become a serious financial strain. A fixed-rate mortgage removes that uncertainty because the principal-and-interest payment stays the same for the life of the loan, no matter what rates do.

A housing market showing signs of stress

His warning comes at a time when the housing market is already under pressure. Redfin reported that 14.5% of home-purchase agreements that went under contract in September were canceled, the highest rate in its records outside the pandemic. Sellers outnumbered buyers by 62.6% that month, the widest gap in data going back to 2013. Pending home sales dropped to their lowest level since spring 2014, excluding the pandemic period, and 60.5% of September sales closed below the original asking price.

The broader backdrop is an affordability problem that has been worsening for years. J.P. Morgan analysts said in October that U.S. housing affordability is near its worst level since the global financial crisis. The national homeownership rate slipped to 65% this year. Among Americans under 35, the rate fell to 35%, a nine-year low. Mortgage applications also declined to their lowest level since 1995.

The numbers point to a market in which many buyers who stretched to get in are now backing away, while those still searching are finding the math increasingly difficult.

What buyers should have settled before signing

O’Leary’s view is not that buying a home is never worthwhile. A fixed-rate mortgage on a property someone plans to keep for years can still provide stability and help build wealth. The concern is that too many buyers do not fully weigh the total commitment or leave themselves enough room if something goes wrong.

His framework is simple: rent until income is stable, the neighborhood feels right, and the down payment is large enough to keep the monthly bill comfortably below what the budget can handle even in a downturn. Do not max out what a lender approves. And avoid ARMs unless there is a clear plan for what happens when the rate resets.

The housing market may cool, and rates may eventually ease, but a mortgage signed under pressure does not wait for better conditions. O’Leary’s message is not to delay forever. It is to make the decision based on numbers, not on the belief that buying is simply what adults are supposed to do.

The Arena Media Brands, LLC THESTREET is a registered trademark of TheStreet, Inc.

More from Digilifetrends