In this episode of The Divorce the IRS Podcast, we break down one of the most important concepts in tax-smart investing: the three tax buckets. Every account you own falls into one of these categories—Tax Me Now (taxable), Tax Me Later (tax-deferred), or Tax Me Never (tax-free). Understanding which bucket your money lives in can have a massive impact on your taxes in retirement.

We start with the Tax Me Now bucket, which includes bank accounts and brokerage accounts where you pay taxes on interest, dividends, and gains along the way. These accounts offer liquidity and flexibility, making them ideal for emergency funds and short-term savings—but they can be tax-inefficient over time.

Next, we cover the Tax Me Later bucket, which includes traditional IRAs, 401(k)s, 403(b)s, and similar plans. Contributions are tax-deductible, growth is tax-deferred, but withdrawals are taxed as ordinary income. While this is America’s most popular retirement savings bucket, it also keeps you permanently tied to the IRS.

Finally, we explore the Tax Me Never bucket, which includes Roth accounts and certain life insurance retirement plans. You pay tax upfront, but qualified withdrawals are income-tax free—and crucially, they don’t count as provisional income for Social Security or Medicare calculations.

The big takeaway: your goal shouldn’t just be to save—it should be to save in the right bucket. We’ll explain why most people are over-exposed to the Tax Me Later bucket and how to start shifting toward a more tax-free future.

Resources Mentioned in This Episode

• Ideal Number Calculator: https://divorce-the-irs.com/ideal-number/

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In this episode of The Divorce the IRS Podcast, Jimmy Miller tackles one of the most damaging tax myths in America, the belief that earning more money can actually make you worse off. After more than two decades of working with clients, Jimmy has seen how deeply misunderstood our tax system really is, and how that confusion leads people to avoid raises, overtime, and smart income opportunities out of fear of higher taxes.

Jimmy explains how the U.S. uses a progressive tax system, where different portions of your income are taxed at different rates. Only the last dollars you earn are taxed at the higher bracket, not all of your income, yet many people wrongly believe that crossing into a new bracket raises the tax rate on everything they make. That misunderstanding has cost families years of lost income and missed opportunity.

From there, Jimmy introduces the two ways taxes must be measured, marginal tax rates and effective tax rates. The marginal rate is what you pay on your last dollar earned, while the effective rate shows what you truly pay on average across all of your income. Using a simple real world example, he shows how someone who ends up in the 22 percent tax bracket may only be paying around 12 percent in actual taxes.

By understanding these two measurements, you gain a much clearer picture of what the IRS is really taking from you. This foundation is critical for building a tax free retirement and avoiding strategies that look good on paper but fail in real life. This episode sets the stage for deeper tax planning by giving you the clarity needed to make smarter income and investment decisions.

• 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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In this episode of The Divorce the IRS Podcast, Jimmy Miller pulls back the curtain on the many hidden taxes quietly draining your money every day. While most people are familiar with the taxes that come out of their paycheck, few realize how many additional taxes and fees are layered into nearly every aspect of daily life.

Jimmy begins by breaking taxes into two main categories. The first includes federal, state, and local income taxes, which are progressive and increase as income rises. The second category covers payroll taxes for Social Security and Medicare—taxes most people sign up for without much thought when they fill out a W-2. This podcast focuses primarily on income taxes, with the goal of helping you eliminate or dramatically reduce them in retirement.

While payroll taxes technically stop when you stop working, Jimmy explains that they don’t disappear entirely. In retirement, higher income can trigger taxes on up to 85 percent of your Social Security benefits and lead to increased Medicare premiums through income-based surcharges. These outcomes surprise many retirees, especially since they already paid into these systems for decades. With proper planning, however, these taxes can often be minimized or avoided altogether.

From there, Jimmy expands the conversation beyond income taxes to reveal just how widespread hidden taxes have become. Taxes and fees are built into everyday necessities like fuel, transportation, utilities, cell phone bills, airline tickets, and cable services. Even leisure activities—dining out, entertainment, alcohol purchases, and pet registrations—carry layers of taxation that most people barely notice.

Many of these taxes are disguised with vague names like “service fees,” “documentation charges,” or “equalization fees,” making them easy to overlook and hard to question. Because they feel small in isolation, most people don’t object—exactly what makes them so effective. Jimmy emphasizes that these charges can add up to an enormous, ongoing drain on your finances, often without you ever realizing how much you’re paying over time.

Because many hidden taxes are unavoidable unless you radically change your lifestyle, Jimmy explains why it’s even more important to focus on eliminating the taxes you can control in retirement. Reducing federal, state, Social Security, and Medicare-related taxes can make a meaningful difference during the years when income matters most.

This episode lays the groundwork for understanding why tax planning must extend beyond paycheck withholding and into a broader awareness of how money is siphoned away over a lifetime. In the next episode, Jimmy tackles a common misconception about how the progressive tax system really works and why misunderstanding it can lead to costly mistakes.

Resources (mentioned in the episode)

• How Do I Tax Thee?: A Field Guide to the Great American Rip-Off (Kristin Tate) - Click HERE.

• 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