Financial Literacy

5

min read

Selling a Structured Settlement: How To, Pros and Cons, and Alternatives

Lindsey Clark

Lindsey Clark

January 30, 2026

How to sell a structured settlement annuity

A structured settlement annuity provides payments as part of a legal settlement, often tied to a personal injury claim. Instead of receiving a single lump sum, you receive payments spread out over time. If you need to access your money sooner, selling a structured settlement can give you an upfront payout in exchange for future scheduled payments.

Under the Structured Settlement Protection Act (SSPA), courts must review and approve any sale of your settlement annuity to ensure the transaction is fair and supports your long-term interests.

Read on to learn more about structured settlements, including why people sell them and what to expect during the process.

{{key-takeaways}}

What is a structured settlement annuity?

With a structured settlement annuity, you receive periodic, generally tax-free payments from a legal settlement rather than a lump-sum payout. Settlement annuity and structured settlement annuity refer to the same insurance-funded payment stream and share the same purpose: providing long-term financial payments without using the whole settlement at once.

Why should you sell a structured settlement annuity?

Many people sell part or all of their structured settlement payments for one or more of the following reasons. Before selling a structured settlement annuity make sure it is in the best interest for you as you are giving up future income payments.

Immediate access to cash

Selling your structured settlement annuity can give you access to funds much sooner than your scheduled installments. This quick turnaround can convert long-term income into usable funds when timing matters most. It can help with practical needs like paying off high-interest debt and medical expenses.

Flexibility and liquidity

If you sell your annuity, you can gain more freedom in managing your money. You get all your funds in a lump sum, typically at a discount, which can let you decide how and when to use them. Aside from simplifying your budget, this added liquidity can streamline financial planning.

Funding major purchases or investments

Selling a portion of your settlement can support large goals that scheduled payments can’t cover. It can help you purchase a home, launch a business, or build an investment portfolio. The lump-sum payout can help you take advantage of these opportunities instead of waiting for payments to accumulate.

Change in life circumstances

Life events can create extra expenses you didn’t anticipate when you first received your settlement. Job changes, relocations, and family responsibilities may need additional resources. Selling some or all of your payments can help you adjust your finances to match those new demands.

Estate or financial planning needs

Turning structured settlement payments into a lump sum can help make estate or retirement planning easier. You can reorganize your assets and take care of financial obligations that scheduled payments might not address.

How to sell your structured settlement

Here’s how to sell structured settlement payments.

Review your settlement terms

Read through the settlement agreement to confirm whether sales are allowed. Also check to see if there are restrictions or additional steps required. By confirming your eligibility upfront, you can avoid delays later on in the process.

Consult an attorney or financial advisor

Team up with a qualified professional who specializes in structured settlements. They can explain the legal requirements and help you evaluate the impact of selling payments. Their guidance can ensure you follow state and federal rules.

Contact reputable factoring companies

Reach out to settlement buyers and request quotes from at least three factoring companies. Comparing offers can help you find the best value for your payments. Research each company carefully to avoid predatory practices.

Choose a complete or partial sale

Decide if you want to sell all of your remaining payments or just a portion. A complete sale converts your entire settlement into a lump sum. A partial sale lets you keep some scheduled payments while still gaining cash.

File a petition in court

Your attorney will file a petition with the court for approval. The judge reviews the sale to confirm it’s reasonable and in your best interest. Both partial and complete sales require court approval before moving forward.

Receive your lump sum payment

After the court approves the sale, the factoring company issues your lump-sum payment. Funds typically arrive by check or direct deposit. The buyer then assumes the right to receive the payments you sold. Note that this process can take months or even longer depending on the parties involved, complexity of the situation and the court’s schedule.

Pros and cons of selling your structured settlement

It helps to weigh the benefits and drawbacks of selling your structured settlement to see how it could affect your finances.

Pros

  • Access a large lump sum: Selling delivers your funds in a single payment, giving you access to money as a lump sum payment.
  • Pay off high-interest debt: A lump sum may help you knock out debt and cover emergency expenses much faster than scheduled payments.
  • Fund education, home purchase, or medical care: A big payout could help you fund major goals.
  • Gain financial flexibility: Selling a settlement annuity lets you control how and when to use your funds, potentially giving you greater flexibility in financial planning.

Cons

  • Receive less than the total settlement value: Buyers purchase from you at a discount, so you usually get less than the full amount of your scheduled payments.
  • Lose financial security: Selling reduces or eliminates the guaranteed income you would have received and can affect your overall financial stability.
  • Must undergo court review: You need court approval for all sales, which takes time (and money) and requires documentation.
  • May face taxable outcomes: Structured settlements are normally tax-free, but certain sales or transactions could lead to tax obligations.

How much is your structured settlement worth?

Understanding the value of a structured settlement starts with knowing how it's calculated.

Present value vs. future value

Structured settlements provide future payments. To understand what they’re worth today, these payments must be converted into present value. Buyers compare this figure to the total amount you would receive over time. The difference reflects the cost of receiving money now instead of later.

Payment structure

Settlements with frequent payments typically have higher present values because cash arrives sooner. Payments spread out over many years can lower the cash offer.

Discount rate

A discount rate adjusts future payments for the time value of money and market conditions. A higher rate reduces the lump-sum offer. Rates vary by company, state rules, and economic factors.

Fees and transaction costs

Administrative and legal fees can lower the net amount you receive. Some buyers include these costs in their offer while others deduct them at closing.

Legal and tax considerations to expect after selling

Here are common legal and financial factors that come into play when converting structured settlement payments into a lump sum.

Legal considerations

  • Federal and state laws require court approval to ensure fair transactions.
  • Some states add other requirements or protections for sellers to follow.
  • Selling may affect future payments to dependents or others named in the settlement.

Tax considerations

  • Cashing out your settlement forfeits future income for liquidity.
  • Certain sales of the lump sum could result in taxable income.
  • Buyers usually apply a 6% to 18% discount rate, which can largely decrease the total payout.

Taxation rules

Most payments from personal injury or wrongful death settlements are tax-free. However, portions that cover lost wages or punitive damages may be taxable. Selling payments can also create exceptions. So it’s important to consult qualified legal and tax professionals before completing a sale.

Get started with a Gainbridge annuity

Gainbridge provides annuities designed for retirement savings and long-term financial planning. These products differ from structured settlement annuities but still can offer guaranteed income over time.

Gainbridge also offers a 30-day free look period to make sure the contract fits your needs. See for yourself: Explore Gainbridge today and begin planning for your financial future.

FAQ

Do you have to pay taxes on a structured settlement?

Structured settlement payments from personal injury or physical sickness claims are typically tax-free. However, portions of the settlement could be related to lost wages or punitive damages and are often subject to federal and state taxes.

What is the downside of a structured settlement?

Although structured settlements can provide long-term financial security, they are not the same as a lump sum cash payout. You can’t use all the money at once unless you sell your payments, which means receiving less than the total value due to discount rates and fees.

This article is for informational purposes only. It is not intended to provide, and should not be interpreted as, individualized investment, legal, or tax advice. For advice concerning your own situation please contact the appropriate professional. The Gainbridge® digital platform provides informational and educational resources intended only for self-directed purposes. Guarantees are backed by the financial strength and claims-paying ability of the issuing insurance company.

Want more from your savings?
Compare your options
Question 1/8
How old are you?
Why we ask
Some products have age-based benefits or rules. Knowing your age helps us point you in the right direction.
Question 2/8
Which of these best describes you right now?
Why we ask
Life stages influence how you think about saving, growing, and using your money.
Question 3/8
What’s your main financial goal?
Why we ask
Different annuities are designed to support different goals. Knowing yours helps us narrow the options.
Question 4/8
What are you saving this money for?
Why we ask
Knowing your “why” helps us understand the role these funds play in your bigger financial picture.
Question 5/8
What matters most to you in an annuity?
Why we ask
This helps us understand the feature you value most.
Question 6/8
When would you want that income to begin?
Why we ask
Some annuities allow income to start right away, while others allow it later. This timing helps guide the right match.
Question 6/8
How long are you comfortable investing your money for?
Why we ask
Some annuities are built for shorter terms, while others reward you more over time.
Question 7/8
How much risk are you comfortable taking?
Why we ask
Some annuities offer stable, predictable growth while others allow for more market-linked potential. Your comfort level matters.
Question 8/8
How would you prefer to handle taxes on your earnings?
Why we ask
Some annuities defer taxes until you withdraw, while others require you to pay taxes annually on interest earned. This choice helps determine the right structure.

Based on your answers, a non–tax-deferred MYGA could be a strong fit

This type of annuity offers guaranteed growth and flexible access. Because it’s not tax-deferred, you can withdraw your money before age 59½ without IRS penalties. Plus, many allow you to take out up to 10% of your account value each year penalty-free — making it a versatile option for guaranteed growth at any age.

Fixed interest rate for a set term

Penalty-free 10% withdrawal per year

Avoid a surprise tax bill at the end of your term

Withdraw before 59½ with no IRS penalty

Earn

${CD_DIFFERENCE}

the national CD average

${CD_RATE}

APY

Our rates up to

${RATE_FB_UPTO}

Based on your answers, a non–tax-deferred MYGA could be a strong fit for your retirement

A non–tax-deferred MYGA offers guaranteed fixed growth with predictable returns — without stock market risk. Because interest is paid annually and taxed in the year it’s earned, it can be a useful way to grow retirement savings without facing a large lump-sum tax bill at the end of your term.

Fixed interest rate for a set term

Penalty-free 10% withdrawal per year

Avoid a surprise tax bill at the end of your term

Withdraw before 59½ with no IRS penalty

Earn

${CD_DIFFERENCE}

the national CD average

${CD_RATE}

APY

Our rates up to

${RATE_FB_UPTO}

Based on your answers, a tax-deferred MYGA could be a strong fit

A tax-deferred MYGA offers guaranteed fixed growth for a set term, with no risk to your principal. Because taxes on interest are deferred until you withdraw funds, more of your money stays invested and working for you — making it a strong option for growing retirement savings over time.

Fixed interest rate for a set term

Tax-deferred earnings help savings grow faster

Zero risk to your principal

Flexible term lengths to fit your timeline

Guaranteed rates up to

${RATE_SP_UPTO} APY

Based on your answers, a tax-deferred MYGA with a Guaranteed Lifetime Withdrawal Benefit could be a strong fit

This type of annuity combines the predictable growth of a tax-deferred MYGA with the security of guaranteed lifetime withdrawals. You’ll earn a fixed interest rate for a set term, and when you’re ready, you can turn your savings into a dependable income stream for life — no matter how long you live or how the markets perform.

Steady income stream for life

Tax-deferred fixed-rate growth

Up to ${RATE_PF_UPTO} APY, guaranteed

Keeps paying even if your account balance reaches $0

Protection from market ups and downs

Based on your answers, a fixed index annuity tied to the S&P 500® could be a strong fit

This type of annuity protects your principal while giving you the potential for growth based on the performance of the S&P 500® Total Return Index, up to a set cap. You’ll benefit from market-linked growth without risking your original investment, along with tax-deferred earnings for the length of the term.

100% principal protection

Growth linked to the S&P 500® Total Return Index (up to a cap)

Tax-deferred earnings over the term

Guaranteed minimum return regardless of market performance

Let's talk through your options

It seems you’re not sure where to begin — and that’s okay. Our team can help you understand how different annuities work, answer your questions, and give you the information you need to feel confident about your next step.

Our team is available Monday through Friday, 8:00 AM–5:00 PM ET.

Phone

Call us at
1-866-252-9439

Email

Let’s find something that works for you

Your answers don’t match any of our current quiz results, but you can still explore other types of annuities that are available. Take a look to see if one of these could fit your needs:

Non–Tax-Deferred MYGA

Guaranteed fixed growth with flexible access

May be ideal for:

those who want to purchase an annuity and withdraw their funds before 591/2.

Learn more
Tax-Deferred MYGA

Fixed-rate growth with tax-deferred earnings for long-term savers

May be ideal for:

those seeking fixed growth for retirement savings.

Learn more
Tax-Deferred MYGA with GLWB

Guaranteed growth plus a lifetime income stream

May be ideal for:

those seeking lifetime income.

Learn more
Fixed Index Annuity tied to the S&P 500®

Market-linked growth with principal protection

May be ideal for:

those looking to get index-linked growth for their retirement money, without risking their principal.

Learn more

Consider a flexible fit for your age and goals

You mentioned you’re looking for [retirement savings / income for life / stock market growth], but since you’re under 25, you might benefit more from a product that gives you more flexibility to access your money early.

A non–tax-deferred MYGA offers guaranteed fixed growth and allows you to withdraw funds before age 59½ without the 10% IRS penalty. You can also take out up to 10% of your account value each year without a withdrawal charge, giving you more flexibility while still earning a predictable return.

Highlights:

Fixed interest rate for a set term (3–10 years)

Withdraw before 59½ with no IRS penalty

10% penalty-free withdrawals each year

Interest paid annually and taxable in the year earned

Learn more about non–tax-deferred MYGAs
Thank you! Your submission has been received!
Take the Quiz

Stay Ahead. Get the Latest from Gainbridge.

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Table of Contents

Share

This is some text inside of a div block.
Lindsey Clark

Lindsey Clark

Lindsey is a Customer Experience Associate at Gainbridge

Maximize your financial potential

with Gainbridge

Start saving with Gainbridge’s innovative, fee-free platform. Skip the middleman and access annuities directly from the insurance carrier. With our competitive APY rates and tax-deferred accounts, you’ll grow your money faster than ever.

Learn how annuities can contribute to your savings.

Get started

Individual licensed agents associated with Gainbridge® are available to provide customer assistance related to the application process and provide factual information on the annuity contracts, but in keeping with the self-directed nature of the Gainbridge® Digital Platform, the Gainbridge® agents will not provide insurance or investment advice

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Key takeaways
You can sell a structured settlement, but court approval is required. Federal and state laws protect sellers by requiring a judge to confirm the sale is fair and in your best interest.
Selling gives fast access to cash, but at a cost. Buyers offer a discounted lump sum, meaning you receive less than the total value of future payments.
The process involves legal, financial, and tax considerations. Factors like discount rates, fees, and potential tax impacts affect how much you receive.
It’s best for specific financial needs, not long-term income. Selling can help with emergencies or large expenses, but reduces future guaranteed payments.

Use the calculator
Want more from your savings?
Compare your options

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.

See how your money can grow with Gainbridge

Try our growth calculator to see your fixed return before you invest.

Find the annuity that fits your goals

Answer a few quick questions, and we’ll help match you with the annuity that may best fit your needs and priorities.

Selling a Structured Settlement: How To, Pros and Cons, and Alternatives

by
Lindsey Clark
,
Life and Health Insurance Licensed for 49 states

How to sell a structured settlement annuity

A structured settlement annuity provides payments as part of a legal settlement, often tied to a personal injury claim. Instead of receiving a single lump sum, you receive payments spread out over time. If you need to access your money sooner, selling a structured settlement can give you an upfront payout in exchange for future scheduled payments.

Under the Structured Settlement Protection Act (SSPA), courts must review and approve any sale of your settlement annuity to ensure the transaction is fair and supports your long-term interests.

Read on to learn more about structured settlements, including why people sell them and what to expect during the process.

{{key-takeaways}}

What is a structured settlement annuity?

With a structured settlement annuity, you receive periodic, generally tax-free payments from a legal settlement rather than a lump-sum payout. Settlement annuity and structured settlement annuity refer to the same insurance-funded payment stream and share the same purpose: providing long-term financial payments without using the whole settlement at once.

Why should you sell a structured settlement annuity?

Many people sell part or all of their structured settlement payments for one or more of the following reasons. Before selling a structured settlement annuity make sure it is in the best interest for you as you are giving up future income payments.

Immediate access to cash

Selling your structured settlement annuity can give you access to funds much sooner than your scheduled installments. This quick turnaround can convert long-term income into usable funds when timing matters most. It can help with practical needs like paying off high-interest debt and medical expenses.

Flexibility and liquidity

If you sell your annuity, you can gain more freedom in managing your money. You get all your funds in a lump sum, typically at a discount, which can let you decide how and when to use them. Aside from simplifying your budget, this added liquidity can streamline financial planning.

Funding major purchases or investments

Selling a portion of your settlement can support large goals that scheduled payments can’t cover. It can help you purchase a home, launch a business, or build an investment portfolio. The lump-sum payout can help you take advantage of these opportunities instead of waiting for payments to accumulate.

Change in life circumstances

Life events can create extra expenses you didn’t anticipate when you first received your settlement. Job changes, relocations, and family responsibilities may need additional resources. Selling some or all of your payments can help you adjust your finances to match those new demands.

Estate or financial planning needs

Turning structured settlement payments into a lump sum can help make estate or retirement planning easier. You can reorganize your assets and take care of financial obligations that scheduled payments might not address.

How to sell your structured settlement

Here’s how to sell structured settlement payments.

Review your settlement terms

Read through the settlement agreement to confirm whether sales are allowed. Also check to see if there are restrictions or additional steps required. By confirming your eligibility upfront, you can avoid delays later on in the process.

Consult an attorney or financial advisor

Team up with a qualified professional who specializes in structured settlements. They can explain the legal requirements and help you evaluate the impact of selling payments. Their guidance can ensure you follow state and federal rules.

Contact reputable factoring companies

Reach out to settlement buyers and request quotes from at least three factoring companies. Comparing offers can help you find the best value for your payments. Research each company carefully to avoid predatory practices.

Choose a complete or partial sale

Decide if you want to sell all of your remaining payments or just a portion. A complete sale converts your entire settlement into a lump sum. A partial sale lets you keep some scheduled payments while still gaining cash.

File a petition in court

Your attorney will file a petition with the court for approval. The judge reviews the sale to confirm it’s reasonable and in your best interest. Both partial and complete sales require court approval before moving forward.

Receive your lump sum payment

After the court approves the sale, the factoring company issues your lump-sum payment. Funds typically arrive by check or direct deposit. The buyer then assumes the right to receive the payments you sold. Note that this process can take months or even longer depending on the parties involved, complexity of the situation and the court’s schedule.

Pros and cons of selling your structured settlement

It helps to weigh the benefits and drawbacks of selling your structured settlement to see how it could affect your finances.

Pros

  • Access a large lump sum: Selling delivers your funds in a single payment, giving you access to money as a lump sum payment.
  • Pay off high-interest debt: A lump sum may help you knock out debt and cover emergency expenses much faster than scheduled payments.
  • Fund education, home purchase, or medical care: A big payout could help you fund major goals.
  • Gain financial flexibility: Selling a settlement annuity lets you control how and when to use your funds, potentially giving you greater flexibility in financial planning.

Cons

  • Receive less than the total settlement value: Buyers purchase from you at a discount, so you usually get less than the full amount of your scheduled payments.
  • Lose financial security: Selling reduces or eliminates the guaranteed income you would have received and can affect your overall financial stability.
  • Must undergo court review: You need court approval for all sales, which takes time (and money) and requires documentation.
  • May face taxable outcomes: Structured settlements are normally tax-free, but certain sales or transactions could lead to tax obligations.

How much is your structured settlement worth?

Understanding the value of a structured settlement starts with knowing how it's calculated.

Present value vs. future value

Structured settlements provide future payments. To understand what they’re worth today, these payments must be converted into present value. Buyers compare this figure to the total amount you would receive over time. The difference reflects the cost of receiving money now instead of later.

Payment structure

Settlements with frequent payments typically have higher present values because cash arrives sooner. Payments spread out over many years can lower the cash offer.

Discount rate

A discount rate adjusts future payments for the time value of money and market conditions. A higher rate reduces the lump-sum offer. Rates vary by company, state rules, and economic factors.

Fees and transaction costs

Administrative and legal fees can lower the net amount you receive. Some buyers include these costs in their offer while others deduct them at closing.

Legal and tax considerations to expect after selling

Here are common legal and financial factors that come into play when converting structured settlement payments into a lump sum.

Legal considerations

  • Federal and state laws require court approval to ensure fair transactions.
  • Some states add other requirements or protections for sellers to follow.
  • Selling may affect future payments to dependents or others named in the settlement.

Tax considerations

  • Cashing out your settlement forfeits future income for liquidity.
  • Certain sales of the lump sum could result in taxable income.
  • Buyers usually apply a 6% to 18% discount rate, which can largely decrease the total payout.

Taxation rules

Most payments from personal injury or wrongful death settlements are tax-free. However, portions that cover lost wages or punitive damages may be taxable. Selling payments can also create exceptions. So it’s important to consult qualified legal and tax professionals before completing a sale.

Get started with a Gainbridge annuity

Gainbridge provides annuities designed for retirement savings and long-term financial planning. These products differ from structured settlement annuities but still can offer guaranteed income over time.

Gainbridge also offers a 30-day free look period to make sure the contract fits your needs. See for yourself: Explore Gainbridge today and begin planning for your financial future.

FAQ

Do you have to pay taxes on a structured settlement?

Structured settlement payments from personal injury or physical sickness claims are typically tax-free. However, portions of the settlement could be related to lost wages or punitive damages and are often subject to federal and state taxes.

What is the downside of a structured settlement?

Although structured settlements can provide long-term financial security, they are not the same as a lump sum cash payout. You can’t use all the money at once unless you sell your payments, which means receiving less than the total value due to discount rates and fees.

This article is for informational purposes only. It is not intended to provide, and should not be interpreted as, individualized investment, legal, or tax advice. For advice concerning your own situation please contact the appropriate professional. The Gainbridge® digital platform provides informational and educational resources intended only for self-directed purposes. Guarantees are backed by the financial strength and claims-paying ability of the issuing insurance company.

Maximize your financial potential with Gainbridge

Start saving with Gainbridge’s innovative, fee-free platform. Skip the middleman and access annuities directly from the insurance carrier. With our competitive APY rates and tax-deferred accounts, you’ll grow your money faster than ever. Learn how annuities can contribute to your savings.

Lindsey Clark

Linkin "in" logo

Lindsey is a Customer Experience Associate at Gainbridge