At first glance, Baby Boomers look like the wealthiest generation in American history. Federal Reserve data shows they held nearly $90 trillion in household wealth in 2026, more than twice that of Gen X and over four times that of Millennials, despite representing only 20% of the population. But beneath that stunning number lies a troubling paradox: many Boomers are retiring with record levels of debt, turning what appears to be a strong balance sheet into a fragile monthly budget.

Ashley Morgan, a bankruptcy and debt attorney based in Northern Virginia, sees this disconnect every day. "Someone’s net worth and cash flow are two very different things," she told Fortune. Her clients include older homeowners who have built significant equity through decades of rising home prices, yet they struggle to cover credit card bills, car loans, and other recurring expenses once their paychecks vanish.

The wealth is far from evenly distributed. In 2022, the top 10% of Boomer households controlled 71% of the generation’s wealth, while nearly a third of Americans aged 55 and older have no retirement savings at all. Among those who do have savings, about half have set aside less than $100,000. Meanwhile, debt has become a constant companion. Over half of households headed by someone 75 or older carried debt in 2022, up from 41.3% a decade earlier, according to a separate Federal Reserve analysis. Experian data puts the average Boomer’s debt at $92,619, with credit cards as the primary driver.

Michael McAuliffe, president of the nonprofit Family Credit Management, notes that carrying high-interest debt late in life becomes a much bigger problem when income is fixed. "We’re seeing more and more people carrying high-interest debt later in life, which becomes a much bigger problem for them when they retire, and their income is fixed," he said.

Home equity, while a valuable asset, often creates a false sense of security. Morgan explained that decades of appreciation have left many older homeowners sitting on valuable properties, but that equity doesn’t translate into income unless the house is sold or borrowed against. Older Americans are increasingly tapping that equity through home equity lines of credit (HELOCs). After declining for nearly 13 years, HELOC balances rebounded 20% from their late-2021 low, according to the New York Fed. Of the roughly 1.8 million HELOCs originated in 2023 and the first half of 2024, about 57% went to borrowers aged 50 and older.

Yet even selling the house carries risks. Cashing out a highly appreciated home can trigger a Medicare surcharge known as IRMAA, which can push monthly premiums up by hundreds of dollars. Rising property taxes and healthcare costs have also pushed retirees beyond the assumptions they made when planning years earlier. Morgan noted that some clients who saved responsibly are now turning to credit cards when monthly costs outpace their retirement income.

The data backs that up. Medicare premiums have climbed faster than general inflation and Social Security’s cost-of-living adjustment. Long-term care costs have risen even more sharply. Home care prices increased 7.9% over five years, nearly triple the rate of medical inflation. Nursing home costs jumped 25% between 2019 and 2024, outpacing the 22% income growth experienced by households over 65 during that same period.

Financial strain also comes from supporting family members. Morgan said it’s not uncommon to see Boomers taking on debt or delaying their own retirement to help children and grandchildren pay for college, childcare, and other expenses. "Unfortunately, we often see people borrow money to help support their kids and grandkids," she said. "Some Boomers are still working for years because they cannot afford to stop working."

The result is a generation that looks rich on paper but feels the pinch every month. As the last of the Boomers head into retirement, the gap between their net worth and their cash flow will only grow more pronounced, forcing tough choices about housing, healthcare, and family support.