Table of Contents


Front Matter

  • Title Page — Book overview and disclaimer
  • Table of Contents — You are here

Main Content

Chapter 1: Why Retirement Planning Is Broken

Most people are behind — and it's not entirely their fault. What's changed, what's at stake, and how AI can help you catch up.

Chapter 2: The Math of Retirement

How much you actually need, how compound interest works, the 4% rule, inflation, and running your own numbers with AI.

Chapter 3: Where to Put Your Money

Retirement accounts explained — 401(k)s, IRAs, Roth accounts, pensions, and international equivalents. Tax advantages and contribution strategies.

Chapter 4: Investing for Retirement

Index funds, asset allocation, risk tolerance, target-date funds, and building a portfolio that matches your timeline.

Chapter 5: Social Security and Government Benefits

What you'll actually get, when to claim, spousal benefits, and how to maximize your government retirement income.

Chapter 6: Healthcare, Insurance, and the Costs Nobody Talks About

The biggest wildcard in retirement planning. Medicare, supplemental insurance, long-term care, and estimating healthcare costs.

Chapter 7: Retirement Income Strategies

Turning savings into a paycheck. Withdrawal strategies, tax-efficient drawdown, annuities, and making your money last.

Chapter 8: Debt, Real Estate, and Non-Traditional Assets

Paying off debt before retirement, your home as a financial asset, rental income, and alternative strategies.

Chapter 9: The Non-Financial Side of Retirement

Purpose, identity, relationships, health, and structure. The things money can't solve that determine whether retirement is fulfilling or miserable.

Chapter 10: Your Retirement Action Plan

A step-by-step plan based on where you are now — whether you're 25 or 55, behind or ahead.


Back Matter

  • AI Retirement Prompts — Ready-to-use prompts for every stage of retirement planning
  • Glossary — Key terms and definitions
  • Resources & Links — Tools, calculators, and further reading
  • About FreeLibrary.ai — Our mission and the Cynked ecosystem