If you have spent any time watching television recently, you have likely encountered advertisements promising immediate cash for life insurance policies you no longer need. These commercials frequently target seniors or those whose financial priorities have shifted, framing the transaction as a simple, high-return windfall. While selling a life insurance policy—a process technically known as a life settlement—can be a valid financial strategy for those requiring liquidity, it is far from a simple exchange. Behind the catchy slogans lies a complex web of financial and tax considerations. At Adkin CPA, we believe in providing a clear picture of your tax position before any major transaction, ensuring there are no surprises when the IRS comes knocking.
In a life settlement, a policyholder sells their life insurance policy to a third party for an amount that exceeds the policy’s cash surrender value but is less than the total net death benefit. The third party then takes over premium payments and eventually collects the death benefit. For many in North Carolina, this provides essential liquidity for retirement, medical expenses, or debt management.
Strategic Reasons for a Settlement: There are several scenarios where a life settlement makes sense for our clients in Chapel Hill, including:
o A need for immediate funds to cover long-term care or significant medical bills.
o The inability to continue paying high monthly premiums.
o A change in family dynamics, such as the death of a primary beneficiary or a divorce.
o Shifted business needs where coverage is no longer required for a buy-sell agreement.
o A reduction in expected estate taxes, rendering the original policy redundant for tax payment purposes.

The payout from a life settlement is not a flat rate. It is heavily influenced by the policyholder’s age, health status, and the specific terms of the policy. While industry averages suggest payouts typically range from 10% to 35% of the policy's face value, these figures fluctuate based on the buyer's expectation of when the death benefit will be realized. Generally, older policyholders or those with deteriorating health receive higher offers because the buyer expects to collect the payout sooner. However, the final amount will almost always be significantly lower than the death benefit itself.
TYPICAL PAYOUT RANGES BY AGE AND HEALTH | ||
Age Group | Average Health Payout | Poor Health Payout |
65-70 | 5%-12% | 15%-25% |
70-75 | 7%-18% | 20%-35% |
75-80 | 12%-25% | 30%-45% |
80+ | 18%-35%+ | 40%-60%+ |

When you no longer need your coverage, you generally face two paths: surrendering the policy back to the insurer or selling it on the secondary market. Surrendering a policy is a direct cancellation where the insurance company pays you the accumulated cash value, minus any contractually defined redemption fees. If the policy is a term policy with no cash value, you receive nothing. However, if the cash value exceeds the total premiums you have paid over the years, you will likely face an immediate tax bill. Selling the policy often yields a higher financial return, but it introduces a more granular level of tax complexity.
The IRS treats life settlement proceeds through a specific three-tier lens that determines how much of your payout you actually keep.
Return of Basis (Premiums Paid): The portion of the proceeds equal to the total premiums you have paid into the policy is generally tax-free.
Ordinary Income: The gain up to the policy’s cash surrender value (minus the premiums paid) is taxed at your ordinary income tax rate.
Capital Gains: Any amount received in excess of the cash surrender value is treated as a capital gain.
Example 1: Surrendering the Policy
John has paid $64,000 in premiums over eight years for a policy that has grown a cash value of $78,000. If he surrenders it, he receives $78,000. His gain is $14,000 ($78,000 - $64,000). Because a surrender is not considered a sale of a capital asset, the entire $14,000 is taxed as ordinary income.
Example 2: Selling the Policy
If John instead sells that same policy to an unrelated third party for $80,000, his total gain is $16,000. Under the three-tier system, $14,000 (the gain up to the cash value) is ordinary income, while the additional $2,000 is taxed at the more favorable capital gains rate.
Specific tax exclusions apply to viatical settlements—sales involving individuals with serious health conditions. If a physician certifies a policyholder as "terminally ill" (death expected within 24 months), the settlement proceeds are generally excluded from gross income. For those certified as "chronically ill," the exclusion is limited to the costs of qualified long-term care services. To qualify as chronically ill, a licensed practitioner must certify that the individual cannot perform at least two daily living activities for 90 days or requires substantial supervision due to severe cognitive impairment.

Navigating these rules is essentially a financial dental cleaning for your estate—necessary to prevent future decay and IRS headaches. Transparency is key, which is why the IRS requires information reporting via Form 1099-LS for settlements and Form 1099-SB for surrenders. At Adkin CPA, our goal is to build long-lasting relationships with our Chapel Hill clients by providing value-added tax and advisory services. If you are considering a life settlement, don't rely on a TV commercial for advice. Reach out to our office to discuss your specific situation and ensure you achieve the best legal tax position possible. Schedule a consultation today to explore your options.
To further understand the nuances of these transactions, it is beneficial to look at the basis calculation more closely. For many years, there was significant debate regarding whether the cost of insurance—the portion of your premiums that went toward the actual coverage rather than the cash value—should be subtracted from your total premiums paid when calculating your gain. Following the Tax Cuts and Jobs Act of 2017, the IRS clarified through Revenue Ruling 2020-05 that for individual policyholders, the basis is generally the total premiums paid, without a reduction for the cost of insurance. This was a significant win for taxpayers in North Carolina and across the country, as it effectively lowers the taxable gain compared to previous interpretations. However, if the policy is held by a business—common in the Chapel Hill small business community for key-person insurance or buy-sell agreements—the rules can be more rigid, and the cost of insurance may still impact the calculation.
Speaking of business ownership, many of our clients at Adkin CPA utilize life insurance as a cornerstone of their succession planning. When a business partner retires or a buy-sell agreement is restructured, the company may find itself holding a policy that is no longer essential. In these cases, selling the policy through a life settlement can infuse the business with immediate working capital. However, the tax reporting for a business-owned policy involves different complexities, especially regarding how the proceeds are distributed to shareholders or members. Because we focus on building win-win relationships with local business owners, we emphasize that these transactions must be documented with precision to avoid triggering an unintended audit or a reclassification of the proceeds as a dividend or salary by the IRS.
The reporting requirements themselves are another layer where many individuals find themselves overwhelmed. When a life settlement occurs, the party buying your policy is required to file Form 1099-LS. This form reports the gross proceeds paid to you and identifies the policy involved. Simultaneously, the insurance issuer must file Form 1099-SB, which reports the seller’s investment in the contract and the cash surrender value. These two forms provide the IRS with a roadmap to verify that you have accurately reported both the ordinary income and the capital gains on your tax return. For our clients, we cross-reference these forms against their internal premium payment history to ensure that the investment in the contract reported by the insurance company is accurate, as discrepancies here are a frequent source of automated IRS notices.
The impact of North Carolina state tax laws should also not be overlooked. While North Carolina generally follows federal adjusted gross income as a starting point, there are specific adjustments that can apply to certain types of insurance income. Ensuring that your life settlement is reported correctly at both the federal and state levels is part of our Small Business Service Promise. Whether you are dealing with a term policy that has high market value or a whole life policy with decades of value, the interplay of basis, ordinary income, and capital gains requires the steady hand of an advisor who understands the local landscape. By examining the fine print that those television commercials skip, we help you maintain the best legal tax position possible throughout the life of your financial decisions.
Furthermore, it is important to consider the role of broker commissions and administrative fees. When you sell a policy, the gross amount reported to the IRS on Form 1099-LS might be higher than the net amount that actually reaches your bank account after fees are deducted. Without proper documentation and professional oversight, you might find yourself paying taxes on funds that were actually paid out to intermediaries. We analyze settlement contracts and closing statements to ensure that every deductible expense is accounted for, reducing the taxable gain to the lowest legal amount. This level of detail is what has earned us our status as one of the highest-rated accounting firms in the region. We look at the fine print to protect your financial future and help you make informed decisions about your insurance assets.