3 Ways Life Settlements Get Taxed That Most People Don’t Expect

Shawn Plummer, CRPC

Retirement Planner, Financial Advisor, Annuity Broker, and Insurance Agent

What You Really Owe the IRS When You Sell Your Life Insurance Policy

You’re considering selling your life insurance policy through a life settlement and want to know if the cash you receive is taxable. The answer is yes—but how much you owe depends on how much you’ve paid into the policy, how much you receive, and how the IRS classifies the transaction.

Part of the Payment Is Tax-Free: Your Basis

Tax-Free Up to: Total Premiums Paid

If you sell your life insurance policy, the amount equal to the premiums you paid into it (your basis) is tax-free. The IRS views this as a return of your investment, not income.

✔ No tax owed on your original investment
✘ Only applies to what you’ve paid in—not any gain

Who Needs It: Anyone trying to understand what portion of the sale is protected from tax
Who Doesn’t: Those who received the policy as a gift (basis rules differ)

Amount Above Basis Up to Cash Surrender Value: Taxed as Ordinary Income

Ordinary Income Tax: Cash Surrender Value minus Premiums Paid

If you sell the policy for more than you’ve paid in but less than the surrender value, that portion is taxed like income. This is similar to how interest earnings are taxed.

✔ Taxed only on the earnings portion
✘ Ordinary income tax rates can be high

Who Needs It: People selling policies still in force with cash value
Who Doesn’t: Those selling term life policies (no surrender value)

Amount Above Cash Surrender Value: Capital Gains Tax

Capital Gains Tax: Settlement Payout minus Cash Surrender Value

If your life settlement payout exceeds your policy’s cash value, the overage is taxed as a capital gain. This generally results in lower taxes than ordinary income.

✔ Capital gains rates are often lower than income tax rates
✘ Still taxable—even if you’re terminally ill (unless viatical exception applies)

Who Needs It: High-income sellers seeking better tax treatment
Who Doesn’t: Policyholders eligible for viatical settlements (those may be fully tax-exempt)

Are Life Settlements Taxable?

Helpful Add-On: Viatical Settlement Exception

If the insured is terminally or chronically ill and the buyer is licensed, proceeds from a viatical settlement may be completely tax-free.

✔ 100% tax-exempt if conditions are met
✘ Strict definitions of illness and buyer qualifications apply

Also Consider: A permanent life insurance policy with cash value could be borrowed against tax-free or surrendered for income, avoiding settlement taxes altogether.

Annuities as a Tax-Friendly Alternative

Selling a policy often leads to taxation—but 1035 exchanges into annuities can defer taxes while securing guaranteed income.

✔ No immediate tax due on gains
✔ Can provide lifetime income
✘ You give up the death benefit of the original policy

Who Needs It: Policyholders not needing life insurance but wanting a safe income
Who Doesn’t: People who need the policy’s death benefit for family or estate planning

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Shawn Plummer, CRPC

Retirement Planner, Financial Advisor, Annuity Broker, and Insurance Agent

I am a licensed Retirement Planner (CRPC), insurance agent, financial advisor, annuity broker, and former financial trainer with more than 18 years of hands-on experience in annuities and insurance. My National Producer Number (NPN) is 15524738. I spent 12 years training financial advisors nationwide on annuity, insurance, and retirement planning strategies, in addition to 18 years of direct field experience selling annuities and insurance products, helping clients protect their savings and secure reliable retirement income.

I have been quoted in Time Magazine, Bloomberg, Entrepreneur, Yahoo! Finance, MSN, SmartAsset, LegalZoom, U.S. News & World Report, Women’s Health Magazine, Forbes, and many other leading publications.

I am also the founder of The Annuity Expert, an independent online insurance agency and annuity broker serving consumers across the United States. Through this platform, my team and I help Americans remove the guesswork from retirement planning and compare insurance solutions to find the strongest value at the most competitive rates. I want to see you get the best products at the lowest prices.

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