Social Security Mythology (and Misunderstandings)—Part Two

This article is part of the Retirement Financial Life Equation (RFLE) series. Every so often, a viral post (or a variation on it) shows up on social media about Social Security. I recently saw one—not written by but shared by a friend—expressing frustration that the government was supposedly renaming Social Security checks as “Federal Benefit … Read more

Is Social Security Going Broke?

This article is part of the Retirement Financial Life Equation (RFLE) series. The headlines can be concerning: “Social Security Trust Fund to Be Depleted by 2033!” “Automatic Benefit Cuts Coming!” “Bankruptcy Looms for Nation’s Largest Program!” If you’re counting on Social Security—most are, whether you’re already collecting, planning to retire soon, or decades away—these warnings … Read more

What Your Social Security Benefits Are Really Worth

This article is part of the Retirement Financial Life Equation (RFLE) series. Most people think of Social Security as a “monthly check.” Some see it as something they paid for and therefore “earned.” Others view it as a government program that may not be available for the duration of their retirement. Many younger readers fear … Read more

My Thoughts on “The Guru Gap”

Generally speaking, there are two “camps” (or schools of thought) for investing for and creating an income stream in retirement. The first could be called the “probability-based approach,” and the second the “safety-first approach.” These “camps” share some things in common but are often at odds with each other. The key difference is that the … Read more

My RMD Withdrawals, QCDs, and Tax Withholding in 2025

Updated December 2025 to reflect the One Big Beautiful Bill Act (OBBBA) I’ve written previously about withdrawing from my Traditional IRA to help fund our retirement. I’ve also described how I began making Qualified Charitable Distributions (QCDs) in early 2023 after turning 70½ In a recent article, I explained how I might optimize my income … Read more

Preparing for an Important Retirement Financial Milestone in 2025

There are many retirement financial milestones to pay attention to: your penalty-free early distribution age from an IRA (59/12), eligibility for Social Security (early filer at 62 and full retirement age at 66–67), Medicare eligibility (age 65, for most), and your RMD age (currently 73; 75 beginning in 2033). I’ve already hit all those milestones … Read more

How Your Social Security Benefits Are Taxed

 This article is part of the Retirement Financial Life Equation (RFLE) series, which focuses on the critical levers that affect your retirement income and financial sustainability. When I was preparing to claim Social Security benefits, I thought I understood how the taxation worked. After all, I’d written about it before on this blog. But when … Read more