Root Talks: How Do Smart Retirees Handle Big One-Time Expenses?


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Mar 06 2025 18 mins   85

Root Collective member Gary asks how to fund a $40K home remodel before retiring—should he use a taxable brokerage account, tax-deferred 401(k), Roth IRA, or cash?

Ari and I break down how to handle big one-off expenses into a three-part framework:

  • Portfolio Sustainability – Can your investments handle both recurring and one-time expenses?
  • Investment Allocation – Ensure your assets are positioned to avoid selling at a loss.
  • Tax Optimization – Withdraw strategically to minimize lifetime taxes.

The key? Plan ahead, align financial decisions with long-term goals, and make the most of your retirement funds.

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Timestamps:
0:00 - Gary R's question
2:52 - Can your retirement support it?
4:43 - How should investments be allocated?
6:28 - Have a tax strategy
8:54 - A caution; a reminder about sleep
12:03 - Intentionally set aside
14:23 - Mental hang-ups and biases
16:37 - The Collective Community

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