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Ep 12 · Jul 22, 2026 · 42:10

The First 90 Days of Retirement

What changes the moment the paycheck stops — cash flow, routine, and the mistakes that cost the most early on.

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0:0042:10

Show notes

  • Why the first paycheck-free month feels like a vacation and the second one doesn't.
  • Setting up a 12-month cash bucket before you touch invested money.
  • The three early withdrawals that quietly create a tax bill in April.
  • Building a weekly structure that isn't just errands.

Transcript

00:00 · Host

Welcome back to Da Smoke Is Showin Podcast. Today we're talking about the first ninety days — the stretch nobody plans for because it looks like a holiday on paper.

03:12 · Co-host

The money part is simpler than people think. You need one year of spending sitting somewhere boring. That's the whole trick for the first year.

11:45 · Host

And the mistake is pulling that year of spending out of a brokerage account in one December transaction. You just handed yourself a tax bracket you didn't need.

24:30 · Co-host

The harder question is the calendar. Retirees who thrive have three or four fixed anchors a week. Not hobbies — appointments with other humans.

38:02 · Host

So: cash bucket funded, withdrawals spread across the year, and something on the calendar every Tuesday. That's the ninety-day scorecard.

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