The Ramsey Show Highlights "I Haven't Filed Taxes In 10 years" (And He Make $250,000 A Year)
Dec 10, 2025
Claude, a real estate investor with 26 paid-off rental properties, shares his shocking story of not filing federal taxes for a decade while earning $250,000 a year. He faces significant unpaid tax liabilities and cash-flow issues. Dave Ramsey advises Claude to hire a tax professional, report all income, and consider liquidating underperforming properties to improve his financial situation. They discuss the risks of tax evasion and the impact of neglecting bookkeeping, leading to a call for better property management and financial simplification.
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Built Portfolio From Foreclosures
- Claude started buying foreclosures after high school and built a portfolio of about 26–27 rental doors.
- Most of those properties are paid for, but he relied heavily on cash income and private financing.
Get Professional Tax Help Now
- Do hire an enrolled agent or CPA immediately to calculate back taxes and set up a payment plan with the IRS.
- Do liquidate enough property to pay the bill in full rather than hiding from the problem if the sum is large.
Report All Income And Cooperate
- Do report every dime of income, including cash, and get your finances on the books.
- Do work with the IRS to determine what you owe rather than avoiding contact.