I’m 57. I Retired at 55. Why Am I Still Afraid to Spend Money?

Early Retirement Roadmap · Jul 13, 2026 · 12m

Retirement spending, early retirement, and the fear of spending money can feel strange after decades of saving. I retired at 55, and even with a solid plan, spending from the pile was harder than I expected.

Before I retired, I thought the hard part was saving enough money. But after retiring early, I realized there’s another challenge people don’t talk about enough: learning how to actually use the money you spent decades building.

In my first year of retirement, my fear around spending was probably an 8 out of 10. Now, in my second year, it’s closer to a 4. In this episode, I share the 5…