Divorce the IRS

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.

All Episodes

Divorce the IRS

The Three Tax Buckets

January 19, 2026 • James Miller • Episode 5

0:00 | 11:28

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/