‘That Makes Absolutely No Sense’: Orman Warns Family Moving Mom’s $87K Annuity to a Roth

AJ Tiarsmith

Mon, September 14, 2026 at 7:13 PM GMT+3 5 min read

Quick Read

Orman rejected moving an $87,000 annuity to a Roth IRA, calling the $6,000 surrender charge two years of wasted guaranteed income.
Converting the annuity to a lump sum could spike the mother's reportable income, raising her rent or disqualifying her from income-based housing.
Orman warned the only reason an advisor would push this move is the fresh commission earned by placing the remaining $80,000 into a new product.
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A Boston listener wrote in last weekend on behalf of her 78-year-old mother, asking whether Mom should pay a $6,000 surrender charge to move her $87,000 annuity into a Roth IRA at Fidelity. The annuity expires in 2028, pays her $250 a month in RMD income, and she lives in elderly housing priced on her income. The host's reply was blunt: "There's no reason to surrender this annuity and take a $6,000 hit, that's essentially two years of your mother's income. Why would you do that? That makes absolutely no sense."

Leigh Vogel / Stringer / Getty Images North America

The stakes here are concrete. If this family pays the surrender fee and converts the balance, they could burn two years of guaranteed income, trigger an income spike that pushes Mom's rent up, and hand a commission to whoever pitched the idea. All to solve a problem that resolves itself in about 24 months anyway.

Why the Advice Is Right, in Dollars

The advice is correct, and the math is simple enough to run on a napkin. A surrender charge is a penalty the insurer keeps for breaking an annuity contract early. Here, the fee is $6,000 on an $87,000 balance. The contract runs off on its own in 2028, meaning the fee disappears if the family just waits.

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Look at it as a break-even problem. The mother currently draws $250 a month from the contract. The $6,000 penalty represents roughly two years of that income stream. To justify paying it, the Roth would need to generate more than $6,000 of extra after-tax value over the same holding period she would have kept the money anyway. On $80,000 or so of remaining principal held for two years, that is a very tall order, especially for a 78-year-old whose time horizon and tax bracket make the Roth's core benefit (decades of tax-free compounding) largely irrelevant.

Roth conversions work when you have time and a rising future tax rate. A retiree on Social Security drawing $250 a month from an annuity has neither. The tax hit on the converted amount would show up this year as ordinary income, while the payoff, tax-free growth, would take years she may not use.

What Actually Decides This: Income-Based Housing

The factor that turns a bad idea into a potentially catastrophic one is the housing subsidy. Programs like HUD Section 202 and Section 8 set rent as a share of the tenant's countable income. A monthly $250 annuity payment blends quietly into the calculation. A one-time conversion of roughly $80,000 does not.

The host made this exact point on the episode: "if you keep just taking out the money monthly, whatever it is like you are, it's not going to affect your mom's housing", but a lump-sum move would "screw everything up." Specific outcomes depend on the program's rules, but the direction is clear: a large taxable event in a single year can spike reported income, raise rent, and in some programs disqualify a tenant entirely for a recertification period.

Commission Angle and the Contradiction

The host went further, saying the only reason anyone would push this transaction is the payday on the back end: the roughly $80,000 left after the surrender charge could generate a fresh commission for whoever placed the next product. That is worth remembering the next time an advisor recommends moving a mostly run-off annuity into anything new.

What makes the advice notable is the source. On her June 28, 2026 episode, the same host warned that a fixed annuity is not comparable to a CD and carries insurer credit risk. Here she still says stay put, because the exit costs and the benefit-cliff risk are larger than the credit risk on a contract with less than two years to run.

What to Do if You Are in a Similar Spot

Pull the annuity contract and find the surrender schedule. Note the dollar penalty today and the date it hits zero. If maturity is within a couple of years, waiting is almost always the answer.
Run the break-even yourself. Compare the surrender charge to the after-tax income the contract will pay between now and maturity. If the fee exceeds the income you would otherwise collect, do not pay it.
Check the housing program's income rules in writing. Ask the property manager or caseworker how a one-time IRA conversion would be counted for rent and recertification.
Ask the person recommending the move exactly how they get paid. As the host put it on September 3, "You cannot just take a financial advisor's word for anything." Do the math before you sign.

When a contract is running off on its own, patience is usually cheaper than paperwork.

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