2025 Year-End: Wrapping Up My Retirement Tax Planning Journey

As we approach the end of 2025, I wanted to share something with you that’s been on my mind—and increasingly, on this blog—over the past two years. It’s the story of how I’ve navigated one of retirement’s most anxiety-inducing topics: taxes. This compilation will be of particular interest to the following groups of retirees/near retirees: … Read more

Roth IRAs, Roth Conversions, and the New Tax Law (Updated 2025)

Note: This is an updated version of an article I first wrote in 2018, incorporating current tax laws (including the OBBBA), updated contribution limits, current context, and insights from other tax articles I’ve written since then. One way we practice wise retirement stewardship is by making good use of the tax-advantaged savings plans available to … Read more

Could Bitcoin Be a Hedge for Retirees Against the Increasing Federal Debt?

In my last article, I looked at Bitcoin’s potential as a long-term investment in a retirement portfolio. This time, I want to explore a related question: Could Bitcoin serve as a hedge against a future financial crisis brought on by our nation’s growing federal debt? I don’t like to sound alarmist—and I’m not a doomsayer—but … Read more

Should Retired (or Retiring Soon) Investors Now Consider Bitcoin?

Note: I first wrote about cryptocurrency a couple of years ago. This is the first of two new articles I’m going to publish about Bitcoin. In this one, I address Bitcoin as a long-term investment. In the second, I’ll discuss what role Bitcoin might play in the event of a “fiscal crisis” precipitated by the … Read more

Income Taxes in Retirement—Much Ado About Nothing?

Over the past few months (and years, actually), I’ve written several articles about taxes in retirement. You can read all of the Retirement Stewardship articles → HERE. If you’re younger, you might want to start with the Tax series on NextGenSteward → HERE. Honestly, when I retired, I was just as concerned about this as … Read more

Maximizing Your Regular Charitable Distributions (RCDs) in Retirement

In the previous article, we discussed all the ways the US Government, via the IRS, incentivises charitable contributions. In this article, we’ll discuss how to develop a giving strategy that won’t “break the retirement bank.” You probably won’t be surprised to learn that this is a little more challenging than it sounds, due to the … Read more

Giving in the “OBBBA” Era

Many of you, if you’re retired or nearing retirement, are probably already using strategies like Qualified Charitable Distributions (QCDs), donating appreciated assets, or perhaps Donor Advised Funds (DAFs) as part of your giving strategy. If so, you may be wondering how the new ”One Big Beautiful Bill Act” (OBBBA) affects your giving—in these ways, or … Read more