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Divorce the IRS

Divorce the IRS

Written by: James Miller
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Welcome to Divorce the IRS, the Retirement Income Planning Podcast—built for people who want to pay the least amount of taxes possible and create retirement income that actually lasts. Inspired by Jimmy Miller’s bestselling book Divorce, the IRS, this show takes you behind the scenes of the tax rules, retirement strategies, and planning decisions that can quietly determine how much of your money you keep.


The truth is, taxes aren’t just “something you deal with later.” The U.S. tax code is massive, confusing by design, and full of traps that can hit hardest right when you need your money most. From 401(k)s and IRAs to Social Security and Medicare, many common “smart moves” can turn into expensive surprises—like required minimum distributions, Medicare surcharges, the widow’s penalty, and other retirement tax time bombs most people don’t see coming until it’s too late.


With 20+ years of experience as a global wealth manager, Jimmy breaks these topics down in a clear, practical way—so you can plan proactively, avoid unnecessary taxes, and build a retirement where your delayed gratification finally pays off. Subscribe so you never miss an episode, and remember: this podcast is for general education only and isn’t legal, tax, or investment advice—always consult a qualified professional for guidance specific to your situation.

© 2026 Divorce the IRS
Economics Personal Finance
Episodes
  • The Backdoor Roth IRA Strategy Explained
    May 14 2026

    One of the biggest misconceptions in retirement planning is the idea that high earners are locked out of Roth IRAs forever.

    They’re not.

    In this episode of The Divorce the IRS Podcast, we break down one of the most widely used advanced Roth strategies available today: the backdoor Roth IRA.

    The backdoor Roth strategy gives higher income earners a legal pathway to move money into Roth accounts, even when their income exceeds the standard Roth IRA contribution limits. While the process itself is relatively simple, there are several important tax rules and planning nuances that investors need to understand before implementing it.

    We walk step-by-step through how the strategy works, beginning with a nondeductible IRA contribution and ending with a Roth conversion. You’ll learn why this strategy exists within the tax code, how it functions mechanically, and why Roth accounts continue to play such a powerful role in long-term tax planning.

    This episode also explores several important areas that often create confusion, including IRS Form 8606, the step transaction doctrine, how small amounts of growth are treated before conversion, and why the pro rata rule can create unexpected tax consequences for investors who already own other IRA accounts.

    We also discuss why existing rollover IRAs can complicate the process and some of the strategies investors use to simplify future Roth conversions.

    If your goal is to create more tax-free retirement income and gain greater control over future taxes, understanding how the backdoor Roth works is an important piece of the puzzle.

    And this conversation doesn’t stop here.

    In the next episode, we’ll dive into another advanced Roth strategy that may allow some investors to move substantially larger amounts into Roth accounts: the Mega Backdoor Roth.

    In This Episode

    • How the backdoor Roth IRA strategy works
    • Why high earners can still legally utilize Roth accounts
    • The role of nondeductible IRA contributions
    • Why Roth conversions have no income limits
    • How IRS Form 8606 factors into the strategy
    • The IRS step transaction doctrine explained
    • How taxes apply to growth before conversion
    • What the pro rata rule is and why it matters
    • Why rollover IRAs can complicate Roth planning
    • Strategies that may help simplify future conversions

    What’s Coming Next

    • How the Mega Backdoor Roth strategy works
    • Advanced Roth funding opportunities for higher earners
    • Ways some investors move significantly larger amounts into Roth accounts
    • Additional tax-free retirement income strategies

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
    • Visit Baobab Wealth Abroad
    • Buy a copy of Jimmy's book, Divorce the IRS
    • Follow us on Facebook
    • Subscribe to us on YouTube
    • Connect with us on LinkedIn


    Show More Show Less
    11 mins
  • The Roth IRA Rules Everyone Needs to Understand
    May 7 2026

    Most people know Roth accounts are “tax-free.”

    But very few people actually understand the rules that make them so powerful.

    In this episode of The Divorce the IRS Podcast, we continue building on the concept of the “ideal number” and explore one of the most important wealth-building tools available: the Roth IRA.

    We break down the key Roth IRA rules everyone should understand, including contribution limits, income restrictions, withdrawal ordering rules, and the all-important five-year rule that can determine whether your growth comes out tax-free or not.

    You’ll learn why Roth accounts are fundamentally different from traditional pre-tax retirement accounts, and why tax-free growth can dramatically change your long-term financial outcome. Unlike tax-deferred accounts, Roth accounts allow your money to grow without creating a future tax liability hanging over your retirement.

    This episode also explains some of the biggest Roth misconceptions people have, including confusion around contribution eligibility, investment options, and the mistaken belief that high earners cannot benefit from Roth strategies.

    We also discuss the flexibility Roth IRAs provide, including the ability to withdraw contributions at any time without taxes or penalties, and why simply opening a Roth account, even with a very small contribution, can start an important five-year clock that may benefit you later.

    If your goal is to build tax-free wealth and create more control over your future retirement taxes, understanding these foundational Roth rules is essential.

    And this is just the beginning.

    In the next episode, we’ll dive into one of the most popular advanced Roth strategies available today: the backdoor Roth.

    In This Episode

    • The difference between Roth IRAs, Roth 401(k)s, and Roth 403(b)s
    • Why Roth accounts are truly tax-free, not tax-deferred
    • The Roth IRA five-year rule and why it matters
    • Roth contribution limits and income phaseouts
    • How Roth withdrawal ordering rules work
    • Why contributions can be withdrawn tax and penalty-free
    • Common Roth misconceptions people get wrong
    • Why opening a Roth IRA early can be a smart move

    What’s Coming Next

    • How the backdoor Roth strategy works
    • Legal ways high earners can still utilize Roth accounts
    • Advanced Roth conversion and shifting strategies
    • How to move more money into the tax-free bucket over time

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
    • Visit Baobab Wealth Abroad
    • Buy a copy of Jimmy's book, Divorce the IRS
    • Follow us on Facebook
    • Subscribe to us on YouTube
    • Connect with us on LinkedIn


    Show More Show Less
    9 mins
  • The Ideal Number That Helps You Pay Less Tax in Retirement
    Apr 29 2026

    Most people think the key to lowering taxes in retirement is simple: use Roth accounts.

    But what if the real strategy is more nuanced than that?

    In this episode of The Divorce the IRS Podcast, we break down one of the most important concepts in retirement tax planning: finding your “ideal number” in tax-deferred accounts and using a combination strategy to minimize taxes over your lifetime.

    While Roth IRAs and Roth 401(k)s are powerful tools, their value goes far beyond tax-free growth. When used correctly, they can help reduce your retirement tax rate, avoid Social Security taxation, limit Medicare premium increases, and even help sidestep issues like the widow’s penalty.

    But here’s the key insight: maximizing Roth alone is not the full strategy.

    We explain why having some money in pre-tax accounts can actually work in your favor, especially when you understand how to use your standard deduction each year. By coordinating withdrawals between tax-deferred and tax-free accounts, you can potentially generate income in retirement while paying little to no tax.

    Using a simple example, we show how the standard deduction allows you to withdraw from pre-tax accounts tax-free, and how going beyond that threshold triggers taxes at the lowest brackets.

    This episode introduces the “ideal number”, the amount you should have in tax-deferred accounts by retirement to fully use these rules without exposing yourself to unnecessary taxes from required minimum distributions later on.

    If your goal is to build wealth while paying the least amount of tax possible over your lifetime, this is a conversation you cannot afford to miss.


    Calculate your ideal number:
    https://baobabwealth.com/ideal-number/

    Watch the Ideal Number Video:
    https://baobabwealth.com/the-ideal-number-for-tax-efficient-retirement-what-most-people-miss/

    In This Episode

    • Why Roth accounts are powerful but not a complete strategy
    • How combining tax-free and tax-deferred accounts lowers lifetime taxes
    • How the standard deduction creates tax-free retirement income
    • The concept of the “ideal number”
    • Why too much in pre-tax accounts creates future tax risk

    What’s Coming Next

    • Roth conversion strategies to reduce future taxes
    • How to shift assets toward tax-free income
    • Advanced strategies to minimize taxes in retirement

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
    • Visit Baobab Wealth Abroad
    • Buy a copy of Jimmy's book, Divorce the IRS
    • Follow us on Facebook
    • Subscribe to us on YouTube
    • Connect with us on LinkedIn


    Show More Show Less
    8 mins
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