Crossing the Tax Valley
I maxed my 401(k) for decades and thought retirement taxes would be simple. I was wrong. Here's what I learned about RMDs, Roth conversions, and the narrow window to get ahead of both.
March 15, 2026
Articles
Retirement planning insights from the WhenIm64 team.
Don't Fall into the Backdoor Roth Trap
The workaround sounds simple. The pro-rata rule is not
March 12, 2026
The IRMAA Nightmare Nobody Warned Me About
I did my homework before retiring. It still wasn't enough.
March 8, 2026
Confessions of an AI Skeptic
I spent my career in software and still thought AI was overhyped. Retirement changed my mind.
March 8, 2026
Something I Learned the Hard Way About HSAs and Medicare
My employer knew about the HSA and Medicare enrollment trap. I had to find out the hard way.
March 8, 2026