Watching a couple argue over a $12K trip to Italy.
"That's too much," he said.
They have $3.9M. Their plan shows they'll end with $4.5M at age 95.
The math says spend. The spreadsheet says spend. I said spend.
But 35 years of "save, don't spend" doesn't shut off overnight.
The hardest part of retirement planning isn't the numbers.
It's convincing people they've already won.
Nov 8, 2025 · 4:57 PM UTC




































