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If you have spent any time watching television recently, you have likely encountered a barrage of advertisements promising a windfall of cash for your unneeded life insurance policy. These commercials often frame the transaction as a simple way to unlock hidden wealth, particularly for seniors who no longer require their original coverage. While a life settlement can be a strategic financial move for those needing liquidity, it is rarely as simple as the commercials suggest. At Smart Tax Financial, LLC, we believe in looking beyond the surface-level marketing to understand the labyrinth of tax implications that follow these transactions.
A life settlement is the sale of an existing life insurance policy to a third-party investor. The purchase price is typically higher than the policy's cash surrender value but lower than the total death benefit. For many policyholders, this provides a vital influx of capital for retirement planning, settling debts, or managing immediate financial obligations. Michael Asta and our team often see these transactions used as a tool for taxpayers looking to pivot their financial strategy.
There are several scenarios where a life settlement might make sense for your financial portfolio:

The amount an investor is willing to pay depends on a variety of actuarial factors, including the insured’s age, current health status, and the specific terms of the policy. On average, payouts range between 10% and 35% of the policy’s face value. Generally, the older the individual or the more compromised their health, the higher the offer, as the investor anticipates receiving the death benefit sooner. However, these figures are highly variable.
| 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 a policy is no longer needed, you generally face two paths: surrendering it back to the carrier or selling it on the secondary market. Each has distinct financial outcomes.

The IRS does not treat life settlement proceeds as a monolith. Instead, they apply a three-tiered approach to determine how much of your payout is taxable.
Scenario 1: Surrendering the Policy
John has paid $64,000 in premiums over eight years. He surrenders the policy for its cash value of $78,000. John has a gain of $14,000 ($78,000 - $64,000). In a surrender, the entire $14,000 gain is taxed as ordinary income.
Scenario 2: Selling the Policy
Using the same figures, John decides to sell the policy to an unrelated investor for $80,000. His total gain is $16,000 ($80,000 - $64,000). The first $14,000 (the amount up to the cash surrender value) is taxed as ordinary income. The final $2,000 is classified as a capital gain.

Specific tax exclusions apply when a policyholder is terminally or chronically ill. Amounts received under a life insurance contract for a terminally ill individual are generally excluded from gross income. For those with chronic illnesses, the exclusion is typically capped at the cost of qualified long-term care services.
Transparency is required by the IRS. If you engage in a life settlement, you should expect to see Form 1099-LS, which reports the transaction details. Form 1099-SB is used to report the surrender of a policy or the transfer of a policy in a life settlement. Ensuring these forms are handled correctly is a critical part of your annual tax filing.
Life and viatical settlements are nuanced financial instruments. While they offer a path to liquidity, the overlapping tax rules can create unexpected liabilities if not managed with precision. Michael Asta and the team at Smart Tax Financial, LLC leverage years of experience and modern technology to help you navigate these reporting requirements. If you are considering a life settlement or have questions about how a recent sale will impact your tax return, reach out to our office for a detailed consultation tailored to your specific financial situation.
To further demystify this process, it is essential to look at the technical evolution of how the IRS views your "investment in the contract," which serves as the foundation for your cost basis. For decades, calculating this figure was a significant hurdle for policyholders. Prior to the Tax Cuts and Jobs Act of 2017, taxpayers were often required to reduce their cost basis by the cumulative "cost of insurance"—the internal fees charged by the carrier to maintain the death benefit. This meant that as you aged and the cost of insurance rose, your tax basis actually dwindled, leading to a much larger taxable gain when you finally sold the policy. Fortunately, current tax law has simplified this for individual sellers. Today, your basis is generally the total sum of premiums paid, without the burdensome requirement to subtract the value of the insurance protection you received over the years. This legislative shift has significantly increased the after-tax profitability of life settlements for long-term policyholders.
Many permanent life insurance policies accumulate cash value that the owner may have borrowed against years ago. If you decide to enter into a life settlement while an outstanding loan exists, the mechanics of the sale become more intricate. In most transactions, the buyer will pay off the existing loan directly to the insurance carrier as part of the purchase price. While this simplifies the process of clearing the title to the policy, the IRS treats the satisfaction of that loan as a "deemed distribution" to you, the seller. Even if you never physically touch that portion of the cash, it is considered part of your gross proceeds. This can lead to a situation where your tax liability is based on the total sale price (including the debt payoff), potentially resulting in a tax bill that feels disproportionately high compared to the actual net cash you receive at closing. Michael Asta and our team work closely with clients to analyze policy illustrations beforehand so that these deemed distributions do not result in "phantom income" surprises during tax season.
Transparency in the life settlement market is enforced through specific information reporting requirements under Internal Revenue Code Section 6050Y. When a reportable life insurance sale occurs, you will likely receive two distinct forms that must be reconciled on your tax return. Form 1099-LS is issued by the acquirer of the policy. This document reports the total amount of cash paid to you and provides the IRS with a clear record of the transaction. Conversely, the insurance company that originally issued the policy is responsible for generating Form 1099-SB. This form is critical because it reports the carrier’s calculation of your investment in the contract and the cash surrender value at the time of the transfer. Because the IRS receives copies of both forms, any discrepancy between what is reported by the buyer, the carrier, and your tax return can trigger an automated notice. Ensuring that these figures align with your actual premium history is a vital step in maintaining compliance and avoiding unnecessary audits.
While the federal three-tier tax system provides a consistent framework, the state-level treatment of life settlement proceeds can vary significantly. In jurisdictions with high state income tax rates, the distinction between ordinary income (from the cash value portion of the gain) and capital gains (from the excess market value) becomes even more important. Some states may have specific exemptions or different rates for long-term capital gains, while others may treat the entire gain as standard taxable income. Furthermore, for those involved in business-owned life insurance (BOLI), the sale of a policy to fund a buy-sell agreement or a corporate transition introduces additional layers of corporate tax logic. By integrating a life settlement into your broader tax planning strategy, you can better manage your brackets and potentially offset gains with other strategic deductions or credits available in your specific location. Navigating these waters with professional oversight ensures that the immediate liquidity you gain today does not create a long-term financial headache tomorrow.
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