Episodes

If you have a specific subject on your mind, you can use our complete episode index, organized by topic, to find the conversation you're looking for.

Roth IRA & Conversions Garrett Crawford, CFP® Roth IRA & Conversions Garrett Crawford, CFP®

Multi-Year Roth Conversion Planning Explained

Episode 49 of Retirement Tax Matters breaks down why multi-year Roth conversion planning must be treated as an annual process rather than a static five-year document. Garrett and Adam address the common desire among retirees in the $2M to $8M range to establish a fixed conversion schedule, explaining how shifting tax laws, market movements, and income adjustments render long-term predictions unreliable.

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Roth IRA & Conversions Garrett Crawford, CFP® Roth IRA & Conversions Garrett Crawford, CFP®

How to Determine the Best Way to Pay Federal Taxes on Large Roth Conversions

Episode 22 focuses on the logistics of executing large Roth conversions for high-net-worth retirees, specifically how to manage your Roth conversion taxes without slowing your tax-free growth. Learn why high-net-worth retirees should use outside funds to keep their Roth growing with a bigger tax-free growth engine.

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Roth IRA & Conversions Garrett Crawford, CFP® Roth IRA & Conversions Garrett Crawford, CFP®

The Golden Window: Roth Conversions Before Social Security & RMDs

In Episode 5 of Retirement Tax Matters, we define the Golden Window — the critical years of temporary low income after you retire but before RMDs and Social Security begin. For high-net-worth retirees with large pre-tax IRA balances, this is an ideal time to manage what is likely your largest future tax liability.

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