IK

Ioannis Kyprianou

ACCA-qualified accountant

Ioannis Kyprianou is an ACCA-qualified accountant who writes the annuities, structured settlements, and retirement guides on Annuity Compass.

His focus is translating the parts of personal finance that are usually buried in product disclosures and tax rules into plain English: how annuity payouts are actually calculated, what a structured settlement is really worth before fees, and how retirement accounts are taxed when you draw on them.

Every guide is researched from primary sources — regulator and government material, product disclosures, and published rate filings. Figures are presented as clearly-labelled illustrative examples rather than guarantees, because rates and tax rules change. None of it is personal financial advice; it is education to help you ask better questions before you talk to a licensed professional.

Guides by Ioannis

Basics

Annuitant: what the role means and how it differs from the owner

Oct 14, 2026
Valuation

Pain and suffering settlement: how it is valued, taxed and paid

Oct 14, 2026
Accounts

Excess Roth IRA contribution: how to fix it and avoid the 6% tax

Oct 14, 2026
Types

Bonus annuity: how premium bonuses work and what they really cost

Oct 12, 2026
Basics

ABLE account vs special needs trust: which protects a settlement?

Oct 12, 2026
Accounts

Spousal rollover IRA: your options when you inherit from a spouse

Oct 12, 2026
Types

Fixed vs variable annuity: how the risk, costs and rules differ

Oct 7, 2026
Basics

Pooled special needs trust: how it protects a settlement and benefits

Oct 7, 2026
Taxes

Roth IRA conversion deadline: why December 31 is the date that counts

Oct 7, 2026
Taxes

Annuity RMD rules: when annuities need required minimum distributions

Oct 5, 2026
Basics

Personal injury settlement: how the money is paid, taxed and protected

Oct 5, 2026
Accounts

Defined benefit plan: how pension formulas, vesting and payouts work

Oct 5, 2026
Taxes

Can you borrow from an annuity? Loans, pledges and the tax rules behind them

Oct 2, 2026
Basics

Minor's compromise: how courts approve a child's injury settlement

Oct 2, 2026
Accounts

401(k) vesting: schedules, years of service and what you keep when you leave

Oct 2, 2026
Payouts

Cash refund annuity: how it works and how it compares with installment refund

Sep 30, 2026
Payouts

Life insurance settlement options: lump sum, installments or lifetime income

Sep 30, 2026
Accounts

Profit sharing plan: how it works, allocation formulas and your withdrawal options

Sep 30, 2026
Payouts

Straight life annuity: how life-only payouts work and what they cost

Sep 28, 2026
Basics

Settlement planner: what they do, how they are paid and when to hire one

Sep 28, 2026
Taxes

Pro rata rule: how the IRS taxes IRA conversions and withdrawals

Sep 28, 2026
Taxes

Annuity withdrawal rules: contract limits, taxes and the 59½ penalty

Sep 25, 2026
Basics

Mass tort settlement: how the money is divided and when you get paid

Sep 25, 2026
Accounts

401(k) loan: how much you can borrow, repayment rules and the real cost

Sep 25, 2026
Basics

Annuity vs bonds: how fixed annuities and bonds really compare

Sep 23, 2026
Payouts

Lottery annuity vs lump sum: how to compare the two payout options

Sep 23, 2026
Accounts

401(k) hardship withdrawal: the rules, the tax bill and the alternatives

Sep 23, 2026
Basics

Annuity due vs ordinary annuity: what the timing difference actually costs

Sep 21, 2026
Selling

Viatical settlement: selling a life insurance policy when you are terminally ill

Sep 21, 2026
Accounts

Safe harbor 401(k): how the testing exemption works and what it costs

Sep 21, 2026
Types

Pension risk transfer: what changes when your pension becomes an annuity

Sep 16, 2026
Selling

Settlement release agreement: the document that ends your case

Sep 16, 2026
Taxes

In-plan Roth conversion: moving 401(k) money to Roth without leaving the plan

Sep 16, 2026
Types

Charitable remainder annuity trust: how a CRAT pays you and what the charity gets

Sep 14, 2026
Basics

Contingency fee agreement: what your lawyer's percentage really costs you

Sep 14, 2026
Accounts

QDRO: how retirement accounts are actually divided in a divorce

Sep 14, 2026
Payouts

Annuity Payout Options: How the Six Main Choices Compare

Sep 12, 2026
Basics

Class Action Settlement Notice: What It Means and Your Four Options

Sep 12, 2026
Accounts

Trust as IRA Beneficiary: When It Works and What It Costs

Sep 12, 2026
Basics

Annuity vs Mutual Fund: How the Tax, Cost and Protection Really Differ

Sep 9, 2026
Basics

Qualified Settlement Fund: How an IRC §468B Fund Buys Claimants Time to Plan

Sep 9, 2026
Accounts

Nonqualified Deferred Compensation: How a NQDC Plan Works and What You Give Up

Sep 9, 2026
Costs

Annuity commissions: how the person selling you one actually gets paid

Sep 7, 2026
Selling

Pre-settlement funding: what a lawsuit advance really costs you

Sep 7, 2026
Income

Social Security earnings test: what happens when you claim early and keep working

Sep 7, 2026
Basics

Are annuities safe? The five risks, and which ones a guarantee covers

Sep 4, 2026
Selling

I have a structured settlement and I need cash now: what actually works

Sep 4, 2026
Taxes

Asset location strategy: which account should hold which investment

Sep 4, 2026
Rates

Annuity participation rate: what it is and how it limits your credit

Sep 2, 2026
Selling

Why is a structured settlement company calling me?

Sep 2, 2026
Taxes

Tax torpedo: how Social Security taxation lifts your real marginal rate

Sep 2, 2026
Basics

Annuity free look period: how the cancellation window works

Aug 28, 2026
Valuation

Life contingent structured settlement payments: what changes when payments stop at death

Aug 28, 2026
Taxes

Roth conversion ladder: how the five-year clocks actually work

Aug 28, 2026
Types

Flexible premium deferred annuity: how paying in over time changes the contract

Aug 26, 2026
Basics

Structured settlement agreement: the clauses that decide what you actually get

Aug 26, 2026
Income

Retirement bucket strategy: how time-segmenting your savings actually works

Aug 26, 2026
Costs

Market value adjustment on an annuity: how an MVA works and when it costs you

Aug 24, 2026
Selling

Medical lien on a settlement: what gets paid back before you see the money

Aug 24, 2026
Accounts

TSP withdrawal rules: your options after separating and the tax traps in each

Aug 24, 2026
Taxes

Annuity in a trust: when trust ownership keeps the tax deferral and when it destroys it

Aug 21, 2026
Basics

How long does it take to get settlement money after you sign?

Aug 21, 2026
Costs

Early retirement health insurance: bridging the years before Medicare

Aug 21, 2026
Basics

Annuity beneficiary: what the designation actually controls

Aug 17, 2026
Basics

Wrongful death structured settlement: how survivors are paid

Aug 17, 2026
Accounts

Roth 401(k) vs traditional 401(k): how to decide which bucket to fund

Aug 17, 2026
Payouts

Inflation adjusted annuity: what rising income really costs you

Aug 14, 2026
Basics

Structured settlement attorney: when you need one and what they do

Aug 14, 2026
Income

Survivor Benefit Plan: what SBP costs and what it actually pays

Aug 14, 2026
Reviews

Annuity company ratings: what the letter grades actually measure

Aug 12, 2026
Basics

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

Aug 12, 2026
Taxes

States that don't tax retirement income: what the phrase actually covers

Aug 12, 2026
Types

Annuity ladder: how staggering contracts changes what you actually own

Aug 10, 2026
Selling

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

Aug 10, 2026
Taxes

Tax-free retirement income: what genuinely qualifies and what only looks like it

Aug 10, 2026
Costs

How to get out of an annuity: the five exit routes and what each costs

Aug 7, 2026
Valuation

Settlement protection trust: what it does and when it fits

Aug 7, 2026
Taxes

The widow's penalty: why the tax bill often rises after a spouse dies

Aug 7, 2026
Types

Long-Term Care Annuity: How Hybrid Contracts Pay for Care

Aug 5, 2026
Taxes

Are Lawsuit Settlements Taxable? How the IRS Splits a Recovery

Aug 5, 2026
Income

Social Security Survivor Benefits: Who Gets What, and When

Aug 5, 2026
Types

Medicaid compliant annuity: how it works and what the rules require

Jul 31, 2026
Basics

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

Jul 31, 2026
Accounts

Catch up contributions: the rules, the age 60-63 bump, and the new Roth requirement

Jul 31, 2026
Basics

How to buy an annuity: the steps, the checks, and the costs

Jul 29, 2026
Basics

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

Jul 29, 2026
Income

Windfall Elimination Provision: what it was and what repeal changed

Jul 29, 2026
Payouts

Period certain annuity: how a fixed-term income payout works

Jul 27, 2026
Valuation

What happens if the insurance company behind your structured settlement fails

Jul 27, 2026
Income

Social Security spousal benefits: who qualifies and how much you get

Jul 27, 2026
Basics

Annuity vs IRA: How the Wrapper and the Product Differ

Jul 24, 2026
Selling

Structured Settlement Cash Advance: What the Word Advance Hides

Jul 24, 2026
Taxes

Medicare IRMAA: How Income Raises Your Part B and Part D Premiums

Jul 24, 2026
Taxes

Inherited Annuity: Payout Options and How the Tax Works

Jul 22, 2026
Selling

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

Jul 22, 2026
Income

Pension Lump Sum vs Annuity: How to Weigh the Buyout Offer

Jul 22, 2026
Types

Annuity vs Life Insurance: Two Contracts That Hedge Opposite Risks

Jul 20, 2026
Valuation

Structured Settlement and Special Needs Trust: Keeping Benefits Intact

Jul 20, 2026
Income

Sequence of Returns Risk: Why the Order of Returns Matters in Retirement

Jul 20, 2026
Types

Registered Index-Linked Annuity (RILA): How the Buffer and Cap Actually Work

Jul 17, 2026
Basics

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

Jul 17, 2026
Accounts

Cash Balance Plan: How This Hybrid Pension Works and Who It Suits

Jul 17, 2026
Types

Fixed Annuity: How a Guaranteed-Rate Annuity Works and What It Really Costs

Jul 15, 2026
Types

Attorney Fee Structured Settlement: How Lawyers Defer Contingent Fees

Jul 15, 2026
Accounts

403(b) Plan: How the Teacher and Nonprofit Retirement Account Works

Jul 15, 2026
Types

Charitable Gift Annuity: How the Part-Gift, Part-Income Arrangement Works

Jul 13, 2026
Valuation

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

Jul 13, 2026
Accounts

SIMPLE IRA: How the Small-Employer Retirement Plan Actually Works

Jul 13, 2026
Taxes

Qualified vs Non-Qualified Annuity: How the Tax Treatment Differs

Jul 10, 2026
Selling

Structured Settlement Partial Sale: Selling Some Payments, Not All

Jul 10, 2026
Accounts

457(b) Plan Explained: The Retirement Account With No Early-Withdrawal Penalty

Jul 10, 2026
Payouts

Annuitization: How Turning an Annuity Into Lifetime Income Works

Jul 6, 2026
Valuation

Structured Settlement Discount Rate: The Number That Sets Your Offer

Jul 6, 2026
Accounts

HSA for Retirement: Using a Health Account as a Stealth Retirement Fund

Jul 6, 2026
Types

Deferred Income Annuity: How a DIA Turns Savings Into Later Income

Jul 3, 2026
Basics

Structured Settlement Examples: How Payment Schedules Are Designed

Jul 3, 2026
Accounts

Roth IRA 5-Year Rule: The Two Clocks You Have to Track

Jul 3, 2026
Income

Annuity vs Pension: How the Two Retirement Incomes Really Differ

Jul 1, 2026
Valuation

Buying a Structured Settlement: How the Purchase Side Actually Works

Jul 1, 2026
Taxes

Substantially Equal Periodic Payments: Using 72(t) to Tap Retirement Money Early

Jul 1, 2026
Taxes

Annuity Exclusion Ratio: How Your Annuity Income Is Taxed

Jun 29, 2026
Basics

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

Jun 29, 2026
Taxes

Net Unrealized Appreciation: The 401(k) Company Stock Tax Break

Jun 29, 2026
Taxes

Annuity 1035 Exchange: How to Swap an Annuity Without a Tax Bill

Jun 26, 2026
Types

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

Jun 26, 2026
Accounts

Mega Backdoor Roth: How High Earners Move Extra Money Into a Roth

Jun 26, 2026
Income

Annuity Income Rider: How a Guaranteed Lifetime Withdrawal Benefit Works

Jun 24, 2026
Basics

Structured Settlement Beneficiary: What Happens to Payments After Death

Jun 24, 2026
Accounts

The Rule of 55: Penalty-Free 401(k) Withdrawals Before 59½

Jun 24, 2026
Payouts

Joint and Survivor Annuity: How It Protects a Surviving Spouse

Jun 22, 2026
Valuation

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

Jun 22, 2026
Accounts

Inherited IRA Rules: The 10-Year Rule, RMDs, and Spouse Options

Jun 22, 2026
Basics

Annuity vs 401(k): How They Differ and Why Most People Use Both

Jun 19, 2026
Selling

Structured Settlement Protection Act: The Law That Governs Selling Payments

Jun 19, 2026
Accounts

Spousal IRA: How a Non-Working Spouse Can Still Save for Retirement

Jun 19, 2026
Types

Single Premium Immediate Annuity: How a SPIA Turns a Lump Sum Into Income

Jun 17, 2026
Basics

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

Jun 17, 2026
Taxes

Qualified Charitable Distribution: How a QCD Gives From Your IRA Tax-Free

Jun 17, 2026
Taxes

How Are Annuities Taxed? A Plain-English Guide to the Rules

Jun 15, 2026
Basics

Structured Settlement Payout Options: How the Payment Stream Is Designed

Jun 15, 2026
Accounts

Backdoor Roth IRA: How the Strategy Works and Where It Goes Wrong

Jun 15, 2026
Payouts

Annuity Death Benefit: How It Pays Out and How Beneficiaries Are Taxed

Jun 12, 2026
Selling

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

Jun 12, 2026
Taxes

Is Social Security Taxed After Age 70? Why Age Doesn't Change the Answer

Jun 12, 2026
Basics

Annuity vs CD: How the Two Safe-Money Options Really Compare

Jun 10, 2026
Selling

Structured Settlement Court Approval: How the Process Actually Works

Jun 10, 2026
Income

How Much Do I Need to Retire? A Practical Way to Size the Number

Jun 10, 2026
Types

What Is a MYGA? How Multi-Year Guaranteed Annuities Work

Jun 8, 2026
Basics

What Does a Structured Settlement Broker Do?

Jun 8, 2026
Taxes

Required Minimum Distribution Age: When RMDs Start and Why It Matters

Jun 8, 2026
Types

QLAC Explained: How a Qualified Longevity Annuity Contract Works

Jun 5, 2026
Basics

Structured Settlement vs Lump Sum: How to Weigh the Two

Jun 5, 2026
Income

The 4 Percent Rule for Retirement: What It Is and Its Limits

Jun 5, 2026
Types

Variable Annuity Explained: How It Works, Fees, and Risks

Jun 3, 2026
Taxes

Are Structured Settlements Taxable? What the IRS Rules Say

Jun 3, 2026
Taxes

Retirement Tax Strategies: Practical Ways to Keep More Income

Jun 3, 2026
Rates

Annuity Rates: How They Work and What Moves Them

Jun 1, 2026
Selling

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

Jun 1, 2026
Taxes

Roth Conversion: How It Works and When It Makes Sense

Jun 1, 2026
Basics

What Is an Annuity? A Plain-English Guide to How They Work

May 28, 2026
Payouts

How Much Does an Annuity Pay? Payouts Explained with Examples

May 26, 2026
Payouts

How Much Does a $100,000 Annuity Pay Per Month?

May 21, 2026
Rates

Best Annuity Rates: How to Compare and What Drives Them

May 19, 2026
Rates

Fixed Index Annuity Rates: Caps, Participation Rates & Spreads

May 14, 2026
Types

Immediate vs Deferred Annuity: Which Fits Your Timeline?

May 12, 2026
Costs

Annuity Fees and Surrender Charges: What You Actually Pay

May 7, 2026
Reviews

Gainbridge Annuity Review: How the Direct-to-Consumer MYGA Works

May 5, 2026
Basics

What Is a Structured Settlement? How the Payments Work

Apr 30, 2026
Selling

Selling Your Structured Settlement: Process, Pros, and Pitfalls

Apr 28, 2026
Valuation

How Much Is My Structured Settlement Worth?

Apr 23, 2026
Basics

Structured Settlement Annuity: How It Differs From a Regular Annuity

Apr 21, 2026
Selling

How to Compare Structured Settlement Companies Without Getting Burned

Apr 16, 2026
Accounts

401(k) Rollover Guide: Options, Steps, and Tax Traps

Apr 14, 2026
Accounts

Tax-Advantaged Retirement Accounts Explained

Apr 9, 2026
Taxes

Retirement Tax Planning: Keep More of Your Income

Apr 7, 2026
Accounts

Best Self-Employed Retirement Plans: SEP IRA vs Solo 401(k) and More

Apr 2, 2026
Accounts

Best Retirement Plans: How to Choose the Right One

Mar 31, 2026
Income

Retirement Income Planning: Turning Savings Into a Paycheck

Mar 26, 2026
Income

How to Create Retirement Income From Your Savings

Mar 24, 2026