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®

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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Tax Legislation & Policy Garrett Crawford, CFP® Tax Legislation & Policy Garrett Crawford, CFP®

Permanent Tax Brackets? How to Plan for Your HNW Retirement

The passage of the recent tax legislation, One Big Beautiful Bill Act (OBBBA), has created significant confusion around how Social Security will be taxed. Many retirees are asking if their benefits will now be tax-free. In this episode, Garrett Crawford breaks down the reality of the new law, explaining that the primary change is not to Social Security taxation itself, but the introduction of a new, substantial "Senior Deduction." We'll cover who qualifies for this deduction, the specific income phase-outs that could affect HNW retirees, and the critical planning dilemma it creates when considering strategic Roth conversions.

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Social Security Optimization Garrett Crawford, CFP® Social Security Optimization Garrett Crawford, CFP®

Will My Social Security Benefit Be Taxed Moving Forward?

The passage of the recent tax legislation, One Big Beautiful Bill Act (OBBBA), has created significant confusion around how Social Security will be taxed. Many retirees are asking if their benefits will now be tax-free. In this episode, Garrett Crawford breaks down the reality of the new law, explaining that the primary change is not to Social Security taxation itself, but the introduction of a new, substantial "Senior Deduction." We'll cover who qualifies for this deduction, the specific income phase-outs that could affect HNW retirees, and the critical planning dilemma it creates when considering strategic Roth conversions.

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Garrett Crawford, CFP® Garrett Crawford, CFP®

Welcome To Retirement Tax Matters

In our inaugural episode, Garrett Crawford, CFP®, and Adam Reed introduce the mission behind Retirement Tax Matters and our focus on providing advanced tax planning strategies for high-net-worth retirees.

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