Episodes

  • 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    • Why contributions can be withdrawn tax and penalty-free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
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    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
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    • Connect with us on LinkedIn


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    8 mins
  • Tax Time Bomb 8: Paying Taxes from the Grave
    Apr 21 2026

    What happens to your money after you pass away?

    For many families, the answer is more complicated and more costly than expected.

    In this episode of The Divorce the IRS Podcast, we break down the final tax time bomb, often described as paying taxes from the grave. It is a hidden risk that can leave your heirs with a significant tax burden, even if your intentions were to pass along as much wealth as possible.

    We walk through how tax-deferred accounts like IRAs and 401(k)s are treated when inherited, and why recent rule changes have made this issue even more important. For non-spouse beneficiaries, the requirement to withdraw funds within a limited timeframe can create a tax spike, especially if those heirs are in their peak earning years.

    We also explore how this tax burden can be larger than expected, depending on who inherits your assets and what their financial situation looks like. Without proper planning, what you leave behind could be taxed at a higher rate than what you experienced during your lifetime.

    The good news is there are ways to prepare. We discuss strategies that may help reduce or eliminate this burden, including the use of Roth accounts and how certain types of life insurance can be structured to offset future taxes for your heirs.

    This is not just about what you leave behind, it is about how efficiently it is passed on.

    If leaving a legacy matters to you, this is a conversation worth having as part of your overall financial plan.

    In this episode, you will learn:

    • How inherited retirement accounts are taxed
    • Why the 10-year withdrawal rule can create a tax spike
    • How your heirs’ tax bracket impacts what they actually keep
    • The difference between passing assets to a spouse versus other beneficiaries
    • Strategies that may help reduce or eliminate taxes for your heirs

    Make sure to subscribe so you do not miss the next episode, where we begin to tie these strategies together and show how to apply them within your financial plan.

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
    • Visit Baobab Wealth Abroad
    • Buy a copy of Jimmy's book, Divorce the IRS
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    7 mins
  • Tax Time Bomb 7: The Widow’s Tax Penalty That Can Cost You More Even With Less Income
    Apr 13 2026

    What happens to your taxes when one spouse passes away?

    For many couples, the answer is surprising and costly.

    In this episode of The Divorce the IRS Podcast, we break down one of the most overlooked risks in retirement planning, often called the widow’s or widower’s penalty. It is a tax shift that can increase your tax burden even as your income declines, creating a difficult financial situation during an already emotional time.

    We walk through a real-world example to show how a surviving spouse can end up paying more in taxes despite having less income. From changes in filing status to reduced deductions and tighter tax brackets, the impact can be significant if it is not planned for in advance.

    The good news is there are ways to prepare. We explore two strategies that may help reduce or offset this risk, including the role of tax-free income sources and how certain planning tools can help maintain flexibility in retirement.

    This is not a topic many people want to think about, but it is one that deserves attention as part of a well-rounded financial plan.

    If you are married and thinking about retirement, this is a conversation worth having sooner rather than later.

    In this episode, you will learn:

    • What the widow’s or widower’s tax penalty is
    • Why taxes can increase even when income decreases
    • How filing status and deductions change after a spouse passes
    • A real example showing the financial impact
    • Strategies that may help reduce the long-term tax burden

    Make sure to subscribe so you do not miss the next episode, where we cover the final tax time bomb and how taxes can continue even after you are gone.

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
    • Visit Baobab Wealth Abroad
    • Buy a copy of Jimmy's book, Divorce the IRS
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    10 mins
  • Tax Time Bomb 6: Required Minimum Distributions (RMDs)
    Apr 1 2026

    In this episode of The Divorce the IRS Podcast, we continue our series on retirement tax time bombs by breaking down one of the most overlooked triggers of higher taxes later in life—Required Minimum Distributions (RMDs).

    While many retirees assume they can leave their tax-deferred accounts untouched for as long as they’d like, the reality is very different. Once you reach age 73, the IRS requires you to begin withdrawing a portion of your IRA and traditional 401(k) balances each year—whether you need the income or not. And every dollar withdrawn is subject to taxation.

    We explain how RMDs are calculated using IRS life expectancy tables, how the required withdrawal percentage increases over time, and what this looks like in a real-world scenario. More importantly, we highlight how these forced withdrawals can create unintended consequences, including higher overall tax exposure, increased taxation of Social Security benefits, and rising Medicare premiums.

    We also explore the challenge many retirees face when they don’t need the income—yet are still required to take it. Once those funds leave the tax-deferred environment, they are often placed into accounts where earnings are taxed annually, potentially compounding the long-term tax burden.

    Finally, we introduce strategies that may help reduce or avoid the impact of RMDs altogether, including the role of tax-free accounts like Roth IRAs and Roth 401(k)s. By understanding how and when to shift assets, you can begin to take more control over how your retirement income is taxed.

    If you want to avoid being forced into higher taxes later in retirement and better understand how to plan around RMDs, this is an episode you won’t want to miss.

    • Visit Divorce-the-IRS.com
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    • Buy a copy of Jimmy's book, Divorce the IRS
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    7 mins
  • Tax Time Bomb 5: Medicare Premiums
    Mar 24 2026

    In this episode of The Divorce the IRS Podcast, we continue our series on retirement tax time bombs with a surprise many people encounter around age 65—Medicare premium surcharges.

    While many assume Medicare is free, the reality is far more complex. Your premiums for Medicare Part B and Part D are based on your income, and for higher earners, those costs can increase significantly. These surcharges, known as IRMAA (Income-Related Monthly Adjustment Amount), can quietly add thousands of dollars in additional expenses throughout retirement.

    We break down how Medicare works, including the different parts, what you can expect to pay, and the costly penalties that can apply if you delay enrollment. We also explain how income from two years prior determines your current premiums—and why many retirees are caught off guard.

    Most importantly, we explore strategies that may help reduce or avoid these higher premiums. By understanding how different income sources are treated, including tax-deferred and tax-free withdrawals, you can begin to make more informed decisions about how to structure your retirement income.

    If you want to avoid unnecessary surprises and keep more of your money working for you in retirement, this is an episode you won’t want to miss.

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
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    • Buy a copy of Jimmy's book, Divorce the IRS
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    6 mins
  • Tax Time Bomb 4: How Social Security Taxes Can Surprise Retirees
    Mar 16 2026

    In this episode of The Divorce the IRS Podcast, we continue our series on the retirement tax time bombs that can quietly increase your tax bill later in life.

    Today’s focus is Tax Time Bomb #4: Social Security taxation.

    Many retirees assume that once they begin collecting Social Security, the income will simply supplement their retirement savings. But depending on how your income is structured in retirement, up to 85% of your Social Security benefit may become taxable.

    The key factor behind this surprise is something called provisional income. When the IRS calculates provisional income, it includes sources such as withdrawals from traditional IRAs and 401(k)s, investment income, rental income, and even half of your Social Security benefit itself. If that number exceeds certain thresholds, your Social Security benefits may suddenly become taxable.

    In this episode, we walk through how these rules work, why many retirees accidentally trigger Social Security taxes, and how different retirement income strategies—particularly the use of Roth accounts—can potentially help reduce or even avoid this tax time bomb.

    What You’ll Learn in This Episode

    • Why Social Security benefits can be taxed in retirement
    • What provisional income is and how the IRS calculates it
    • The income thresholds that trigger Social Security taxation
    • How withdrawals from traditional retirement accounts can increase your tax bill
    • Why Roth IRA withdrawals do not count toward provisional income
    • A real example showing how retirees can accidentally trigger thousands in Social Security taxes
    • The latest discussion around potential changes to Social Security taxation
    • How proper retirement planning can help you avoid this tax time bomb

    Understanding how Social Security interacts with the rest of your retirement income is a critical part of building a tax-efficient retirement strategy.

    Visit the resources page at divorce-the-irs.com to access tools and calculators that can help you estimate potential Social Security taxes.

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
    • Visit Baobab Wealth Abroad
    • Buy a copy of Jimmy's book, Divorce the IRS
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    11 mins
  • Tax Time Bomb 3: Sharing Your Retirement with the IRS
    Mar 10 2026

    Many people spend decades building their retirement savings, believing the money in their IRA or 401(k) will fully belong to them once they stop working.

    But when retirement finally arrives, many retirees discover a difficult truth: a significant portion of those savings was never fully theirs to begin with.

    In this episode of The Divorce the IRS Podcast, we explore the third major tax time bomb that appears at retirement — sharing your retirement with the IRS. While tax-deferred accounts provide valuable deductions during your working years, those tax benefits come with a future obligation.

    Once withdrawals begin, the IRS starts collecting on decades of deferred taxes.

    We discuss why many retirees are surprised to find themselves in similar tax brackets in retirement, why traditional deductions often disappear once you stop working, and how the balance in your retirement account may not represent the amount you actually get to spend.

    If you've built substantial savings in traditional retirement accounts, understanding this concept is critical to managing your income and taxes in retirement.

    What We’ll Talk About

    • Why tax-deferred retirement accounts eventually trigger taxes in retirement
    • The hidden reality behind IRA and 401(k) balances
    • Why many retirees are not in a lower tax bracket after leaving the workforce
    • How deductions and credits often disappear in retirement
    • Why part of your retirement account effectively belongs to the IRS
    • The concept of an “ideal number” for tax-deferred savings
    • Why retirement planning should focus on after-tax income, not just tax deductions

    Tax-deferred strategies can play an important role in retirement planning. But without a clear tax strategy, many retirees discover too late that a portion of their savings was already spoken for.

    In the next episode, we’ll introduce tax time bomb number four and explore another hidden way retirement income can trigger unexpected taxes.

    • Visit Divorce-the-IRS.com
    • Visit Baobab Wealth
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    • Buy a copy of Jimmy's book, Divorce the IRS
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    5 mins