Getting a tax deduction today feels smart. But what if the strategy you’ve been told will “save you money” is quietly setting you up to pay far more over your lifetime?

In this episode of The Divorce the IRS Podcast, we tackle one of the biggest myths in retirement planning: the belief that you’ll automatically be in a lower tax bracket when you retire.

It sounds logical. You stop working, your income drops, and therefore your taxes drop too. But for disciplined savers — especially those consistently contributing to traditional 401(k)s and IRAs — that assumption often doesn’t hold up.

We walk through detailed, real-world numbers showing how tax-deferred investing can function more like a loan from the IRS than true tax savings. When you contribute pre-tax dollars, you’re not just deferring taxes on what you put in — you’re deferring taxes on decades of compounded growth. That future liability can grow into what we call a “tax time bomb.”

Using a 30-year example, we show how someone can save roughly $165,000 in taxes during their working years — only to pay back hundreds of thousands, or even close to a million dollars, in retirement. Even when assuming lower returns or conservative withdrawal strategies, the math often still favors the IRS.

We also discuss why many retirees don’t actually end up in lower brackets. The deductions that helped during working years often disappear. Tax rates are controlled by the government — not you. Social Security can become taxable. Medicare premiums can increase. And required withdrawals can force income higher than expected.

You’ll learn:

• Why the “lower tax bracket in retirement” argument often fails
• How tax-deferred growth creates compounding future tax obligations
• The impact of losing deductions in retirement
• How government tax policy risk affects long-term planning
• Why total lifetime taxes matter more than marginal tax brackets
• How to think about creating a near-zero tax retirement strategy

This episode introduces the concept of the eight tax time bombs that can quietly explode in retirement if you’re not planning properly. In the episodes ahead, we’ll break down each one and show you how to defuse them.

The goal isn’t to say tax deferral never makes sense. It’s to challenge the assumption that it automatically does. Your tax bracket today is only part of the story. Your lifetime tax bill is what really matters.

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Getting a big tax refund feels good. But what if that short-term win is quietly costing you far more over your lifetime?

In this episode of The Divorce the IRS Podcast, we explore why common tax advice — even from well-meaning professionals — may not be aligned with your long-term financial best interest.

Most tax preparers are trained to focus on one goal each year: helping you get the largest legal refund or the lowest current tax bill. What often gets overlooked is how those decisions impact your lifetime tax burden. Tax preparation is not the same as tax planning — and the difference can mean tens or even hundreds of thousands of dollars over time.

We break down how short-term tax deductions can function more like a loan from the IRS than true savings. By deferring taxes today, many people are creating future tax liabilities on both their original contributions and decades of growth. The result can be what we call a “tax time bomb” — a growing obligation that shows up later in life when flexibility matters most.

You’ll learn:

• The difference between tax preparation and long-term tax planning
• Why maximizing deductions each year may not minimize lifetime taxes
• How tax-deferred accounts can create compounding future tax obligations
• The role instant gratification plays in financial decision-making
• When tax-deferred strategies do make sense
• Warning signs that taxes aren't being factored into your financial plan

We also discuss how some financial products and strategies can unintentionally increase long-term tax exposure when used without a comprehensive plan.

The goal isn’t to criticize tax professionals — they serve an important role. But your tax return is a snapshot of one year, while your financial life spans decades. The strategy that feels good today may not be the one that protects you tomorrow.

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Most young professionals are unknowingly setting themselves up for higher taxes later in life.

In this episode of The Divorce the IRS Podcast, we break down one of the biggest financial planning mistakes early-career workers make — prioritizing traditional, tax-deferred retirement accounts over Roth options when they are likely in the lowest tax bracket they’ll ever see.

When you first enter the workforce, your income is typically lower than it will be later in life. That means your tax rate may be at its most favorable. Yet many people are taught to delay taxes through traditional 401(k) contributions instead of taking advantage of Roth accounts, where contributions are taxed now but can grow tax-free for decades.

We walk through a real-world example of a young professional just starting his career and show how small short-term tax savings today can turn into a long-term tax burden later — especially once growth, compounding, and potential early withdrawal penalties are factored in.

You’ll learn:

• Why early career tax brackets matter more than most people realize
• The long-term tradeoff between traditional and Roth retirement accounts
• How tax-deferred savings can create future “tax time bombs”
• Why financial education is critical for young earners
• The importance of building an emergency fund before aggressive retirement saving

This episode is designed to help younger workers — and the people guiding them — think differently about taxes, retirement strategy, and long-term financial flexibility.

If you know someone just starting their career, this is an important conversation to share.

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In this episode of The Divorce the IRS Podcast, we break down a retirement planning idea that most people misunderstand: the so-called “tax deduction” you get when contributing to tax-deferred accounts like traditional IRAs and 401(k)s. What if those deductions aren’t really deductions at all—but small loans from the IRS that come due later?

We start by revisiting the three tax buckets—Tax Me Now, Tax Me Later, and Tax Me Never—and focus on the bucket most Americans rely on: the Tax Me Later bucket. This includes traditional IRAs, 401(k)s, and similar plans where contributions are pre-tax, growth is tax-deferred, and withdrawals are taxed as ordinary income. While these accounts are incredibly popular, they also keep the IRS permanently attached to your retirement savings.

Next, we explain why tax deferral works more like borrowing than saving. When you contribute pre-tax dollars, you’re not avoiding taxes—you’re postponing them. The IRS simply allows you to delay paying its share today, placing a lien on both your contributions and all future growth. When the money is withdrawn in retirement, the IRS collects—often on a much larger balance.

We walk through a simple example to show how this works in real life and why growth inside tax-deferred accounts can actually increase your lifetime tax bill. Even if you’re in a lower tax bracket later, you may still pay back more than you ever saved.

Finally, we explore why Roth accounts—part of the Tax Me Never bucket—can be one of the easiest ways to boost real retirement savings. By paying tax upfront, you eliminate future tax uncertainty and keep 100% of your retirement income working for you, not the IRS.

The big takeaway: retirement accounts aren’t about getting deductions today—they’re about maximizing spendable income later. If you want to stop borrowing from the IRS and start building a more tax-free future, this episode shows you where to begin.

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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.

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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.

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In this second episode of The Divorce the IRS Podcast, Jimmy Miller expands on what it really means to “divorce” the IRS and why taxes play a much bigger role in your financial life than most people realize.

Jimmy begins with a simple truth: no one enjoys paying taxes—especially surprise tax bills. While many people celebrate refunds, few realize refunds are often just their own money returned without interest, or even a loan they’ll repay later. This episode tees up future conversations that challenge common assumptions about taxes, refunds, and wealth.

One of the biggest reasons Americans struggle to build lasting wealth isn’t lack of effort—it’s lack of planning. Jimmy explains how taxes quietly undermine wealth creation over time. On average, Americans work more than 100 days each year just to cover their federal tax burden, even more when state taxes are included. This reality helped create “Tax Freedom Day,” when the nation has earned enough to pay its total tax bill.

This episode introduces the core philosophy of the podcast: real financial success requires modern, forward-thinking planning that looks beyond this year or next. It means saving and investing with a lifetime tax lens, deliberately minimizing what you owe the IRS during your life and even after it.

Jimmy explains that the show is built to help listeners identify and avoid “tax time bombs”—hidden traps in the tax code that can derail retirement plans, reduce income, and create painful surprises later in life. These traps often come from well-intentioned but incomplete advice and rules that quietly benefit the IRS more than the individual.

Listeners get a preview of what’s coming, including:

• Hidden taxes beyond income tax
• The three tax buckets and common misconceptions
• Why tax deductions and tax-deferred accounts may not always help
• The myth of being in a lower tax bracket in retirement
• The eight biggest tax time bombs and how to diffuse each one
• Roth strategies, conversions, and backdoor options
• Finding your “ideal number” for tax-deferred savings
• How this applies to F.I.R.E., real estate, and “die broke” strategies
• Planning for expats, cross-border families, and foreign nationals in the U.S.

Jimmy also emphasizes that while strategies can be implemented at any stage, time is your greatest advantage. Contribution limits and tax rules reward early planning—the sooner you start, the more control you can have over your tax future.

The episode closes with tax facts, including total taxes collected annually, money left unclaimed by non-filers, and the reality that U.S. citizens are taxed on worldwide income—even when living abroad.

This podcast is educational and designed to give you the foundational knowledge to make better decisions and avoid preventable mistakes. With the right planning, Jimmy believes many people can approach—or even achieve—a 0% federal tax bracket in retirement.

If you want to understand how taxes truly impact wealth and learn how to take control of your lifetime tax picture, this episode sets the foundation for everything that follows.

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