Structured Settlements

What your future payments are really worth, how selling works, and how to read past the discount rates and fees that quietly cost sellers the most.

Structured settlement annuity companies: who issues the annuity and why it matters
Basics

Structured settlement annuity companies: who issues the annuity and why it matters

Your payments come from a life insurer you probably did not choose. Here is how that carrier gets selected, what the tax code requires of it, and how to check it.

Ioannis KyprianouAugust 12, 202610 min read
Structured settlements and divorce: how periodic payments get classified and divided
Selling

Structured settlements and divorce: how periodic payments get classified and divided

A divorce court can decide a structured settlement is partly marital property and still be unable to split the payments. Those are two separate questions.

Ioannis KyprianouAugust 10, 202610 min read
Settlement protection trust: what it does and when it fits
Valuation

Settlement protection trust: what it does and when it fits

A settlement protection trust holds injury settlement money for someone who is not on means-tested benefits, adding management and oversight without a Medicaid payback.

Ioannis KyprianouAugust 7, 20269 min read
Are Lawsuit Settlements Taxable? How the IRS Splits a Recovery
Taxes

Are Lawsuit Settlements Taxable? How the IRS Splits a Recovery

Whether settlement money is taxed depends on what it replaces, and one recovery can contain tax-free, taxable and wage components at the same time.

Ioannis KyprianouAugust 5, 202610 min read
Medicare set aside: what an MSA is and how the money must be spent
Basics

Medicare set aside: what an MSA is and how the money must be spent

A Medicare set aside ring-fences part of a settlement for future injury-related care. Here is how the allocation is decided, funded, and administered.

Ioannis KyprianouJuly 31, 20269 min read
Structured settlements and debt collectors: what creditors can and cannot reach
Basics

Structured settlements and debt collectors: what creditors can and cannot reach

Future structured settlement payments are hard for a creditor to seize, but the protection is state-specific and often ends once money reaches your bank account.

Ioannis KyprianouJuly 29, 20269 min read
What happens if the insurance company behind your structured settlement fails
Valuation

What happens if the insurance company behind your structured settlement fails

Structured settlement payments are not FDIC-insured. Here is who actually owes you the money, what state guaranty associations cover, and what the limits are.

Ioannis KyprianouJuly 27, 20269 min read
Structured Settlement Cash Advance: What the Word Advance Hides
Selling

Structured Settlement Cash Advance: What the Word Advance Hides

A cash advance sounds like a short-term loan you pay back. Against a structured settlement, it usually is not one. Here is what you are actually signing.

Ioannis KyprianouJuly 24, 20269 min read
The Structured Settlement Transfer Process: How a Sale Works Step by Step
Selling

The Structured Settlement Transfer Process: How a Sale Works Step by Step

Selling structured settlement payments is a court-supervised transfer, not a simple sale. Here is the whole process from first quote to funded payment.

Ioannis KyprianouJuly 22, 20269 min read
Structured Settlement and Special Needs Trust: Keeping Benefits Intact
Valuation

Structured Settlement and Special Needs Trust: Keeping Benefits Intact

A settlement can accidentally disqualify a disabled claimant from SSI and Medicaid. Here is how a special needs trust and a structured settlement work together.

Ioannis KyprianouJuly 20, 202610 min read
Qualified Assignment in a Structured Settlement: How IRC §130 Makes It Work
Basics

Qualified Assignment in a Structured Settlement: How IRC §130 Makes It Work

A qualified assignment is the legal step that lets a defendant hand off future settlement payments while keeping them tax-free. Here is how IRC §130 works.

Ioannis KyprianouJuly 17, 20269 min read
Attorney Fee Structured Settlement: How Lawyers Defer Contingent Fees
Types

Attorney Fee Structured Settlement: How Lawyers Defer Contingent Fees

A structured attorney fee lets a contingent-fee lawyer spread a large fee over future years and defer the tax. Here is how the arrangement actually works.

Ioannis KyprianouJuly 15, 20269 min read
Structured Settlement Rated Age: Why a Shorter Life Expectancy Raises Your Payments
Valuation

Structured Settlement Rated Age: Why a Shorter Life Expectancy Raises Your Payments

A rated age is an insurer's estimate that an injury has shortened life expectancy. On a lifetime structured settlement it can lift each monthly payment.

Ioannis KyprianouJuly 13, 20268 min read
Structured Settlement Partial Sale: Selling Some Payments, Not All
Selling

Structured Settlement Partial Sale: Selling Some Payments, Not All

A partial sale lets you raise a lump sum from part of your structured settlement while keeping the rest of your future income. Here is how it works.

Ioannis KyprianouJuly 10, 20269 min read
Structured Settlement Discount Rate: The Number That Sets Your Offer
Valuation

Structured Settlement Discount Rate: The Number That Sets Your Offer

The discount rate is the single biggest lever in any structured settlement sale. Here is how it works, why it dwarfs every other factor, and what the court sees.

Ioannis KyprianouJuly 6, 20269 min read
Structured Settlement Examples: How Payment Schedules Are Designed
Basics

Structured Settlement Examples: How Payment Schedules Are Designed

Worked examples of how structured settlement payments are laid out — level income, step-ups, future lump sums, and life-contingent designs.

Ioannis KyprianouJuly 3, 20269 min read
Buying a Structured Settlement: How the Purchase Side Actually Works
Valuation

Buying a Structured Settlement: How the Purchase Side Actually Works

Investors can buy the rights to someone else's future structured settlement payments at a discount. Here is how the purchase works, and its real risks.

Ioannis KyprianouJuly 1, 20269 min read
Non-Qualified Structured Settlement: How It Works and When It Is Used
Basics

Non-Qualified Structured Settlement: How It Works and When It Is Used

A non-qualified structured settlement spreads taxable settlement money over future years. Here is how the structure works and where the tax line falls.

Ioannis KyprianouJune 29, 20269 min read
Workers' Comp Structured Settlement: How It Works and the Medicare Trap
Types

Workers' Comp Structured Settlement: How It Works and the Medicare Trap

A workers' comp structured settlement spreads your award into scheduled payments. The part that catches people out is Medicare's set-aside rule.

Ioannis KyprianouJune 26, 20269 min read
Structured Settlement Beneficiary: What Happens to Payments After Death
Basics

Structured Settlement Beneficiary: What Happens to Payments After Death

Whether structured settlement payments continue after the recipient dies depends on the payment type and the named beneficiary. Here is how it works.

Ioannis KyprianouJune 24, 20269 min read
Structured Settlement Annuity Rates: How They Are Set and What Moves Them
Valuation

Structured Settlement Annuity Rates: How They Are Set and What Moves Them

Structured settlement annuity rates are not a single advertised number. Here is how insurers price them and which factors raise or lower your payments.

Ioannis KyprianouJune 22, 202610 min read
Structured Settlement Protection Act: The Law That Governs Selling Payments
Selling

Structured Settlement Protection Act: The Law That Governs Selling Payments

A Structured Settlement Protection Act is the state law that requires court approval before anyone can sell future settlement payments. Here is how it works.

Ioannis KyprianouJune 19, 202610 min read
Structured Settlements for Minors: How a Child's Injury Award Is Protected
Basics

Structured Settlements for Minors: How a Child's Injury Award Is Protected

When a child wins an injury settlement, the law protects the money until adulthood. Here is how court approval, guardians, and the annuity work.

Ioannis KyprianouJune 17, 20269 min read
Structured Settlement Payout Options: How the Payment Stream Is Designed
Basics

Structured Settlement Payout Options: How the Payment Stream Is Designed

Structured settlements can pay monthly income, future lump sums, lifetime payments, or a mix. Here is how each payout option is built and what it means.

Ioannis KyprianouJune 15, 20269 min read
Selling Annuity Payments: How the Process Works and What It Costs
Selling

Selling Annuity Payments: How the Process Works and What It Costs

How a factoring company turns future annuity payments into a lump sum, the discount that comes out of it, and when court approval is required.

Ioannis KyprianouJune 12, 202610 min read
Structured Settlement Court Approval: How the Process Actually Works
Selling

Structured Settlement Court Approval: How the Process Actually Works

You cannot sell structured settlement payments without a judge's approval. Here is what the court reviews, why it exists, and how the hearing works.

Ioannis KyprianouJune 10, 20269 min read
What Does a Structured Settlement Broker Do?
Basics

What Does a Structured Settlement Broker Do?

A structured settlement broker designs the payment plan at the time a case settles. Here is the role, how they are paid, and how it differs from a buyer.

Ioannis KyprianouJune 8, 20269 min read
Structured Settlement vs Lump Sum: How to Weigh the Two
Basics

Structured Settlement vs Lump Sum: How to Weigh the Two

A structured settlement pays you over time; a lump sum pays you all at once. The choice changes your taxes, your risk, and your access to the money.

Ioannis KyprianouJune 5, 20269 min read
Are Structured Settlements Taxable? What the IRS Rules Say
Taxes

Are Structured Settlements Taxable? What the IRS Rules Say

Structured settlement payments for physical injury are usually federal income tax-free, but several exceptions and a key selling rule change the answer.

Ioannis KyprianouJune 3, 20269 min read
Structured Settlement Loan: Why It Usually Isn't a Loan at All
Selling

Structured Settlement Loan: Why It Usually Isn't a Loan at All

A structured settlement loan usually isn't a loan. Here's what you're really being offered, why the distinction costs money, and how to read the deal.

Ioannis KyprianouJune 1, 20269 min read
What Is a Structured Settlement? How the Payments Work
Basics

What Is a Structured Settlement? How the Payments Work

A plain-English guide to how structured settlements pay out over time, who funds them, and how they are usually taxed.

Ioannis KyprianouApril 30, 202610 min read
Selling Your Structured Settlement: Process, Pros, and Pitfalls
Selling

Selling Your Structured Settlement: Process, Pros, and Pitfalls

What it really means to sell my structured settlement, how court approval works, why the discount rate matters most, and how to avoid a bad deal.

Ioannis KyprianouApril 28, 202610 min read
How Much Is My Structured Settlement Worth?
Valuation

How Much Is My Structured Settlement Worth?

Your structured settlement is worth its present value, not the total of future payments. Here is how the discount rate decides your real offer.

Ioannis KyprianouApril 23, 20269 min read
Structured Settlement Annuity: How It Differs From a Regular Annuity
Basics

Structured Settlement Annuity: How It Differs From a Regular Annuity

A structured settlement annuity funds court-ordered injury payments, is bought on your behalf, and works very differently from one you buy yourself.

Ioannis KyprianouApril 21, 20269 min read
How to Compare Structured Settlement Companies Without Getting Burned
Selling

How to Compare Structured Settlement Companies Without Getting Burned

A practical framework for comparing structured settlement companies on rate, fees, court costs, and complaint history before you sell a single payment.

Ioannis KyprianouApril 16, 20269 min read