565 | Tax Planning To and Through Early Retirement

565 | Tax Planning To and Through Early Retirement

Most early retirees worry they'll face crushing tax bills — yet thousands are legally paying zero federal income tax in retirement. Cody Garrett and Sean Mullaney, co-authors of Tax Planning To and Through Early Retirement, walk through how understanding the drawdown process and effective tax rates can transform retirement planning from fear-driven to evidence-based. Understanding the Drawdown Process The drawdown process—how you spend your accumulated wealth—remains one of the least understood aspects of financial independence planning. Unlike accumulation, where you can rely on consistent contributions and market growth, drawing down requires coordinating multiple account types (taxable, traditional, Roth) with changing tax laws, healthcare subsidies, and required distributions. Most retirees pay relatively modest taxes, benefiting from the standard deduction and favorable long-term capital gains treatment. Tax Optimization Strategies "Pay tax when you pay less tax," Garrett emphasizes (00:28:39). Early retirees can structure ordinary income to take full advantage of the standard deduction while relying on long-term capital gains taxed at 0%. Modest Roth conversions during low-income years can create tax-free growth without sacrificing ACA premium tax credits. Consider using Roth conversions to manage premium tax credit eligibility. Review your current investment strategies to optimize for low taxable income in retirement. Eliminating Fear from Tax Planning Fear drives much retirement advice—especially around Required Minimum Distributions. Recent tax law changes and increased standard deductions have made RMDs far less impactful than previously thought. Many retirees who feared RMDs discover they still pay lower effective rates than during their working years. Timestamps: 00:00:00 - Introduction to Tax Planning 00:02:33 - Understanding the Drawdown Process 00:07:22 - Fear and Tax Planning 00:10:06 - Long-term capital gains taxation and early retirement 00:28:39 - Tax Optimization Strategies 00:39:01 - Strategic tax planning leading to zero tax liability 00:58:47 - RMDs and Tax Implications Key Terms: RMDs: Required Minimum Distributions that must be taken from retirement accounts starting at age 72 or 75 based on tax laws. ACA: Affordable Care Act, which provides guidelines for health insurance and eligibility for premium tax credits. Premium Tax Credits: Subsidies that reduce the cost of health insurance premiums based on income levels. Long-term Capital Gains: Profits from the sale of assets held longer than one year, often taxed at lower rates. Related Resources: Health Insurance Planning for Early Retirees ▶ Listen Next: Ep. 566 — Risk-Based Guardrails for Retirement Drawdown | Essential Listening

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621 | The Math Says You're Fine. Why Don't You Feel Fine? | Cody Garrett

621 | The Math Says You're Fine. Why Don't You Feel Fine? | Cody Garrett

You've reached financial independence. The spreadsheet says you're ready. But you still can't pull the trigger on retirement—or spending. A couple with $10 million sits paralyzed, unable to retire des...

12 Loka 1h 17min

620 | Book Club: Happy Money — When Is Enough, Enough? | Jillian Johnsrud & Ginger

620 | Book Club: Happy Money — When Is Enough, Enough? | Jillian Johnsrud & Ginger

Your FI number is a calculation. "Enough" is a feeling. They're not the same thing—and confusing them keeps people working years past their actual financial independence. Ginger and Jillian Johnsrud u...

5 Loka 55min

619 | The Student Loan Rulebook Was Rewritten | Travis Hornsby

619 | The Student Loan Rulebook Was Rewritten | Travis Hornsby

The federal government just split student loan borrowers into two groups: those who borrowed before July 2026 keep access to income-driven repayment and forgiveness strategies, while everyone after ge...

28 Syys 59min

618 | You Learned How to Save. Now Learn How to Spend | Jesse Mecham

618 | You Learned How to Save. Now Learn How to Spend | Jesse Mecham

Every dollar you save is just money you're planning to spend later—so why does no one talk about the skill of spending well? Jesse Mecham, founder of YNAB, couldn't justify buying a fifty-cent donut d...

21 Syys 50min

617 | The Hidden Assumption in Every Retirement Calculator

617 | The Hidden Assumption in Every Retirement Calculator

Most retirement calculators assume your money needs to last until age 95. But if you're 55 years old today, average life expectancy is actually 79 for men and 82 for women. This single hidden assumpti...

14 Syys 59min

616 | How Should You Give Money to Your Kids? | 529s, UTMAs, Trump Accounts & More

616 | How Should You Give Money to Your Kids? | 529s, UTMAs, Trump Accounts & More

Most parents rush to open 529 plans for newborns, convinced they're building their child's future. But here's what financial experts won't tell you: that decision might be destroying more value than i...

7 Syys 1h 8min

615 | How to Get More Years of Freedom | Fritz Gilbert

615 | How to Get More Years of Freedom | Fritz Gilbert

Eight years into financial independence, Fritz Gilbert discovered something surprising: learning to spend money is harder than learning to save it. After decades of optimizing every dollar toward earl...

31 Elo 1h 16min

614 | Getting Personal with Personal Finance: Oz Chen

614 | Getting Personal with Personal Finance: Oz Chen

Most Americans never truly disconnect from work—even on vacation. After decades of tying your identity, daily rhythm, and sense of worth to a paycheck, stepping away feels less like freedom and more l...

24 Elo 1h 2min

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