At 67, Jim says his divorce “pretty much wiped [him] out.” His savings: $1,000. His debt: about $23,000. His retirement fund: $0.
But when the Cleveland contractor called The Ramsey Show for help, co-host Jade Warshaw focused on something he’d mentioned in passing — musical instruments and equipment he figures are worth $8,000 to $10,000.
Selling them “knocks out half of your debt if you can get $10,000 for that,” she told him.
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The numbers
Jim told the hosts he earns roughly $4,000 to $6,000 a month doing new construction and remodeling, and he wants to “catch up for some lost time.”
His home is paid off, and he puts its value at $150,000 to $160,000. He also owns his work van outright and got his sons through college without debt. The $23,000 is a mix of credit card, medical and personal loan balances, and he has no budget.
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Selling the gear is just step one
The math is simple. A $10,000 sale would leave about $13,000 in debt, and co-host Rachel Cruze suggested chasing extra income to finish it off.
Jim’s range is a guess, though. At $8,000, the sale would cover about 35% of the debt, not half. It pays to check what similar items have actually sold for before counting on a number.
Warshaw and Cruze stuck to the show’s “baby steps” order: a $1,000 starter fund, then paying off debt, then a fuller emergency fund and 15% of his income going toward retirement. Because his house is paid off, they said three months of expenses in savings would do instead of six. They put the whole plan at nine to 12 months.
Mixing business and personal money
Jim admitted he doesn’t separate his business and personal money. Warshaw observed that could hide the truth: He may think he makes $4,000 to $6,000, but after expenses it might be closer to $3,000. The advice was to open a business account, pay himself from it and build the budget from that number.
The U.S. Small Business Administration makes a similar case, saying separating the two makes bookkeeping cleaner and tax time easier. For a sole proprietor like Jim, taxes matter: The IRS puts the self-employment tax rate at 15.3% and says it applies regardless of age, even to people already collecting Social Security or Medicare.
Looking forward
Jim isn’t the only one without a plan. The Federal Reserve found that in 2025, around 65% of U.S. families had some kind of retirement plan — meaning roughly a third didn’t.
Cruze told Jim he may need to work another five to six years. Since Jim was born after 1943, if he holds off on claiming Social Security, he’ll get an 8% increase for each year delayed past full retirement age, until he’s 70, the Social Security Administration notes.
If you’re behind on finances, the same three steps apply: Take stock of what you own that you could sell, separate business money from personal money if you’re self-employed and find out when claiming benefits makes sense for you.
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With a writing and editing career spanning over 15 years, Emma creates and refines content across a broad spectrum of industries, including personal finance, lifestyle, travel, health & wellness, real estate, beauty & fitness and B2B/SaaS/tech.
