I'm 57 Now. Here's What I'd Tell My 40-Year-Old Self.

Early Retirement Roadmap · Aug 17, 2026 · 23m

After retiring at 55, I discovered that early retirement is about more than money. Here are the retirement lessons I wish I knew at 40 about time, health, work, freedom, and family.

When I was 40, I thought retirement planning was mainly about reaching the right financial number. Now that I’m 57 and have been retired for almost two years, I see it very differently.

In this episode, I share eight lessons I would give my 40-year-old self—including why time disappears faster than we expect, how work can quietly take over our lives, why money only becomes freedom when we define “enough,” and why…