How Life Settlement Proceeds Are Taxed in Practice

Selling a life insurance policy through a life settlement can unlock significant financial value, but the transaction may also have tax implications. Many policyholders are unaware that the proceeds from a life settlement may be partially taxable, depending on factors such as the cost basis and surrender value. Understanding these tax considerations is the key to maximizing your payout and avoiding unpleasant surprises during tax season.

This guide explains how life settlement proceeds are taxed in practice, with real- world examples and helpful context around tax reporting. Whether you’re considering a life settlement or are already in the process, understanding what happens on your tax return can lead to more informed decisions.

HOW A LIFE SETTLEMENT WORKS

A life settlement is a financial transaction in which the owner of a life insurance policy sells it to a third-party buyer for more than its cash surrender value but less than its death benefit. The buyer assumes the policy, becomes responsible for the future premiums, and collects the death benefit upon the insured’s death.

The proceeds from a life settlement may be subject to taxes based on the seller’s cost basis, the policy’s cash surrender value (CSV), and the final sale amount. Because life settlement tax treatment varies by situation, it is essential to consult a tax advisor for guidance on how you must report your transaction.

ARE LIFE INSURANCE SETTLEMENTS TAXABLE?

Selling your life insurance policy is generally treated as a taxable transaction, which may include both ordinary income and capital gains. How much tax you owe depends primarily on three values:

  • Cost basis: The total amount of money paid into the policy, including all premiums. If your settlement proceeds are equal to or less than your cost basis, that amount is generally not taxable.
  • CSV: This is the amount you could have received if you had surrendered the policy to the insurance company. The cash surrender value matters because it represents the portion of the policy the IRS already views as accessible value, which affects how the proceeds are categorized for tax purposes.
  • Proceeds above CSV: These are taxed as capital gains and may be subject to a lower rate than ordinary income, depending on your tax bracket.
  • Policy loans: If there is an outstanding loan balance on the policy at the time of the sale, that balance is typically deducted from your proceeds and may affect how the taxable amount is calculated.

These distinctions lay the groundwork for understanding how your life insurance settlement will be taxed, and why different portions may fall under different tax categories.

LIFE SETTLEMENT TAXATION IN ACTION

Let’s look at a few examples to clarify how taxes on life settlements typically work:

1. Sale Below Cost Basis

You sell a policy for $20,000, and your premiums total $25,000. In this case, the full $20,000 is tax-free, as it does not exceed your cost basis.

2. Sale Above CSV

Your policy has a CSV of $50,000, and you sell it for $100,000. If your total premiums are $45,000:

  • The first $45,000 is tax-free (return of cost basis).
  • The next $5,000 (CSV minus cost basis) is taxed as ordinary income.
  • The remaining $50,000 (proceeds above CSV) is taxed as a capital gain.

3. Sale With Outstanding Loan

You sell your policy for $60,000, but you have a $15,000 outstanding loan. The loan is deducted from the proceeds. The taxable income is calculated based on the reduced payout of $45,000.

State laws may also affect your final tax obligation. Some states have additional tax or regulatory rules that apply to life settlements. It’s always recommended to consult with a professional who understands both state and federal tax rules before finalizing a life settlement.

WHY LIFE SETTLEMENT TAXES CONFUSE SO MANY POLICYHOLDERS

Despite their growing popularity, life settlements remain a source of confusion for many policyholders, especially at tax time. Several factors contribute to this:

  • Life insurance death benefits are usually tax-free, but life settlements are not. This distinction surprises many policyholders.
  • Multiple tax treatments can apply to a single transaction, requiring a breakdown of the proceeds into ordinary income and capital gains.
  • Cost basis and CSV are often misunderstood, and many sellers lack clear records of how much they’ve paid in premiums.
  • The IRS reporting forms for life settlements may feel unfamiliar, especially for those who haven’t handled similar investment-style transactions before.

MANAGING LIFE SETTLEMENT TAXES WITH PROFESSIONAL GUIDANCE

While you should expect some tax liability with a life settlement, certain actions can help reduce the amount you ultimately owe. These are not tax strategies, but rather practical options that you can review with a qualified financial advisor or tax professional:

  • Offsetting gains with capital losses from other investments can help reduce taxable gains.
  • Tracking and documenting all premium payments can ensure your cost basis is calculated accurately and increase the tax-free portion of the proceeds.
  • Selling in a lower-income year, when your ordinary income tax bracket may be lower, may reduce your total tax liability.
  • Exploring the use of trusts or other estate planning tools with a legal advisor may be an option for some sellers, though it requires personalized guidance.

These considerations are not universal solutions, but they illustrate why it’s so important to review your options with a qualified professional.

REPORTING A LIFE SETTLEMENT ON YOUR TAX RETURN

Once the sale is complete, reporting your taxes accurately is essential to avoid penalties or delays. Here’s what you can expect:

  • Form 1099-LS: This form is issued by the buyer of the policy and reports the gross proceeds from the sale.
  • Form 1099-B: In some cases, the settlement provider or broker may issue this form to report the taxable portion of the transaction.
  • Tax filing and documentation: Work with a tax professional to determine how the proceeds break down and what portion, if any, you should report as ordinary income or capital gain. Maintain detailed records of your premium payments and policy documents for reference.

Reporting your life settlement clearly and accurately is critical. The IRS treats these transactions similarly to the sale of investment property, which is why both the forms and the documentation matter.

STAY INFORMED ABOUT TAXES ON YOUR LIFE SETTLEMENT

A life settlement can create meaningful liquidity for a policyholder, but it’s also a transaction with real tax implications. Knowing how the IRS views life settlement proceeds — how they’re taxed, reported, and broken into taxable segments — can help you retain more of your earnings and stay compliant.

At Life Settlement Advisors, we help clients convert unwanted life insurance policies into cash through life settlements. We also guide them through what to expect when reporting a life settlement on their tax return. Contact us today to explore how we can help you make informed decisions about your policy and maximize its value.

Get in touch with Life Settlement Advisors today to take the first step toward converting your policy into cash.
Life Settlement Advisors
Leo LaGrotte
llagrotte@lsa-llc.com
At Life Settlement Advisors, we strive to be a voice of confidence and assurance for our clients. Our goal is to educate you about the life settlement process so you can make an educated decision about whether it is right for you.