Key Takeaways
  • Selling annuity or structured settlement payments means trading future income for a discounted lump sum — and the discount is the entire business model of the buyer.
  • Buyout pricing commonly implies discount rates of 9% to 18%+; the table below shows what each rate costs in dollars on a real stream.
  • Structured settlement sales require court approval under state protection acts; a judge must find the sale in your best interest.
  • Partial sales — selling some payments, keeping the rest — are almost always available and almost never led with.
  • Free withdrawals, surrender, and loans are frequently cheaper than a buyout; exhaust them first.

If you are reading this, you probably need money and you hold future payments someone will buy. The companies advertising for that business spend three-figure sums per click to reach you — among the highest advertising prices on the internet — and every dollar of it is funded by the spread between what your payments are worth and what you will be paid. This page computes that spread, explains the court process, and walks the cheaper doors first.

What selling your payments means

A factoring company pays you a lump sum today in exchange for some or all of your future payments — from a structured settlement, a period-certain annuity, or lottery installments. The company then collects your payments as they come due.

Their profit is the discount rate: the interest rate implied by the gap between the stream's value and the lump sum. That rate is the entire deal, and it appears nowhere in the advertising. Everything else on this page exists to make it visible.

The discount-rate math, in dollars

Take a concrete stream: $1,000 a month for the next 10 years — 120 payments, $120,000 of total money. Valued honestly at a 5% rate (roughly what safe money earns), the stream is worth about $94,281 today. Here is what offers at typical factoring discount rates actually pay:

Implied discount rateLump sum offeredBelow fair valueHaircut
9%$78,942$15,34016%
12%$69,701$24,58126%
15%$61,983$32,29934%
18%$55,498$38,78341%

Present values of $1,000/month × 120 months, monthly compounding — exact arithmetic from the present value formula. The 5% row is the fair-value anchor, not an offer you will receive. Compute your own offer's implied rate before signing anything; if the company will not tell you the rate, that is itself the answer.

Read the table the hard way: an offer implying 15% pays you about a third less than the stream's honest worth. That is not fraud — it is disclosed-in-the-fine-print pricing in a market with a captive customer. The defense is arithmetic, done before signing.

Court approval: what it does and does not protect

Structured settlement transfers require a judge's approval under state Structured Settlement Protection Acts. The court must find the transfer in your best interest, considering your finances and dependents; the buyer files the petition and discloses the terms.

This is real protection against the worst deals, and judges do reject transfers. It is not protection against a merely bad deal — courts approve high-discount transfers routinely when the seller's need is genuine. The hearing reviews your situation; it does not shop the offer. Getting competing quotes from multiple factoring companies is your job, and it moves the price more than anything the court does.

Ordinary annuity streams sold outside the structured-settlement framework get no court review at all. Same math, no judge.

Partial sales: the option they mention last

You can almost always sell some payments — three years of a ten-year stream, or half of each payment — rather than all of them. The company earns less, so it leads with the full buyout.

Size the sale to the actual need. If the roof costs $18,000, selling $60,000 of payments answers a question nobody asked. The smallest sale that solves the problem preserves the rest of the stream's value for you instead of transferring it.

Taxes, briefly but importantly

Structured settlement payments from personal physical injury claims are generally income-tax-free, and a properly executed sale typically preserves that character on what you receive. Ordinary annuity streams are different: the embedded gain is ordinary income, and a lump-sum sale accelerates it into one tax year — potentially at a higher bracket than the payments would have faced spread out. The taxation guide covers the mechanics; a tax professional should see the specific deal before you sign it.

The alternatives, priced in order

The free withdrawal allowance. If the payments come from a deferred annuity you have not annuitized, the contract likely permits around 10% of value annually with no charge. Cost: zero beyond tax.

Surrender, full or partial. A surrender charge of 6% stings until you compare it with a buyout's 25–35% haircut. Run both numbers; the surrender guide shows how, including the market value adjustment.

Borrowing. A secured loan at 8–10% against other assets is frequently cheaper than selling payments at an implied 15%. The comparison is the same present-value arithmetic pointed in the other direction.

A partial sale, competitively bid. If the buyout is genuinely the remaining door, sell the fewest payments to the highest of at least three competing offers, and make each company state its price against the same payment schedule so the implied rates are comparable.

Red flags, from the complaint files

Pressure to sign before a deadline that exists only in the salesman's calendar. Offers quoted as a lump sum with the discount rate omitted or waved off. "Advances" against your payments before court approval, which create obligations that shadow the hearing. Discouraging you from getting competing quotes or independent advice. Any of these appearing together with a genuinely urgent cash need — which is exactly when they appear — is the pattern our scams guide exists for.

The honest summary: selling payments is a legitimate transaction with a brutal default price, sold hardest to people least positioned to negotiate. The arithmetic on this page is the negotiation. Do it first.

At a Glance
Who buys payments
Factoring companies
Typical implied discount rates
Roughly 9%–18%, sometimes higher
Structured settlement sales
Court approval required by state law
Lifetime-only income
Generally cannot be sold
Partial buyouts
Usually available on request
First move
Price every alternative before any buyout

Frequently asked

Can I sell my annuity payments?
Often, yes. Structured settlement payments and period-certain annuity streams can generally be sold to factoring companies, with structured settlements requiring court approval. What generally cannot be sold is pure lifetime income with no certain period — a stream contingent on your survival is not assignable in most cases. Whether you should sell is the better question, and it starts with pricing the alternatives.
How much do you lose selling an annuity?
It depends entirely on the discount rate in the offer, which the offer will not state — but the math reveals it. On a $1,000-a-month, ten-year stream worth about $94,000 at a 5% valuation, offers implying 12% to 18% rates pay roughly $70,000 down to $55,000. That gap, a quarter to a third of the stream's honest value, is the cost, and computing it for your own offer takes minutes.
Do I need court approval to sell my payments?
For structured settlement payments, yes — every state has a Structured Settlement Protection Act requiring a judge to approve the transfer and find it in your best interest, considering your circumstances and dependents. For ordinary annuity payment streams outside a structured settlement, court approval is generally not required, which removes a layer of protection and makes your own diligence the only review the deal gets.
Are the proceeds taxable?
It depends on what the payments were. Structured settlement payments from personal physical injury claims are generally tax-free, and selling typically does not change that character. Ordinary annuity payments carry taxable gain, and a sale accelerates recognition — the gain portion is ordinary income. Get specific advice before signing; the tax answer can move the real value of the deal materially.
What should I try before selling?
In order: the contract's free withdrawal allowance, often around 10% a year without charge; a full or partial surrender, where even the surrender charge is frequently cheaper than a buyout's discount; a loan against other assets; and for structured settlements, a partial sale of the fewest payments that solve the actual cash need. The buyout should be the last door, entered knowingly.
Verify independently. Carrier financial strength: AM Best’s rating search (free account required). Insurance producer licences are issued by your state: look up the agent at your state insurance department. For anyone selling a variable annuity or RILA, also check securities registration at FINRA BrokerCheck. Company complaints, licensing, and financial data: NAIC Consumer Insurance Search. State guaranty association limits: NOLHGA. Registered product prospectuses: SEC EDGAR. Federal tax rules for annuities: IRS Publication 575.

Holding a buyout offer right now?

Send the payment schedule and the offer before you sign anything. We will compute the implied discount rate and price your alternatives — no factoring company involved.

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Connor Cedro
About the Author
Connor Cedro

Connor is the founder of Palm Wealth Capital, an independent retirement and annuity research firm based in Tampa, Florida. He holds a Finance degree (SMU '21) and an MBA ('25), and writes about annuities and retirement income planning with a focus on independent, jargon-free analysis.

Disclosure Palm Wealth Capital provides independent annuity research and education. This article is for informational purposes only and is not individualized investment, tax, or legal advice, nor a recommendation to buy, sell, or hold any specific annuity product. Tax rules, product features, riders, and state requirements vary and may have changed since publication. Annuity guarantees rely on the financial strength and claims-paying ability of the issuing insurance company. Consult a licensed tax professional or attorney before acting on anything here.