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For years, buying a home has been treated like a rite of passage—a sign you’ve made it. Kevin O’Leary says it’s more like walking into a financial trap with a granite countertop.
In a December YouTube video, the “Shark Tank” investor took a wrecking ball to one of the most deeply held beliefs about wealth: that your house is your greatest asset.
“We’ve been fed this lie for generations that your home is your biggest asset. Wrong,” O’Leary said. “Your home is your biggest liability.”
And he doesn’t mean in theory—he means in monthly payments. “An asset puts money in your pocket. A liability takes money out,” he explained. “Your house, the one you live in, takes money out of your pocket every single month.” He listed it all: mortgage, property taxes, insurance, maintenance, utilities. “It’s a money pit. And the bigger the house, the bigger the pit.”
O’Leary then addressed a belief that’s shaped how millions justify overspending on housing: the idea that real estate always appreciates. Buy a home, wait a few years, and sell it for more than you paid. But he quickly dismantled that too.
“Real estate always goes up in value, does it?” he asked. “Ask the people who bought in 2007 and watched their home values collapse.”
It was a pointed reference to the housing crash that caught an entire generation off guard. In the years leading up to 2008, many first-time buyers—especially Gen Xers in their 30s and early Millennials—were encouraged to stretch their budgets in pursuit of homeownership.
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When the market turned, they were left holding mortgages worth more than their homes. “Ask the people who are underwater on their mortgages right now,” O’Leary said.
Even when property values do rise, he argued, you can’t actually use that equity unless you sell your home—or borrow against it. “Which is just more debt.”
“And let me tell you something about debt,” he added. “Debt is a tool that makes rich people richer and poor people poorer.”
O’Leary took aim at the way banks fuel the problem. “The bank approves them for $500,000. So they buy a $500,000 house. That’s insane,” he said. “The bank doesn’t care about your financial future. The bank wants you in as much debt as possible because that’s how they make money.”


