Listener Questions: Should I Move My 401K into an IRA When I Retire?

Explore how meaningful travel experiences, storytelling, and thoughtful planning can enhance your retirement journey. In this episode, Roger answers listener questions on managing retirement accounts, health insurance, financial literacy, and shares inspiring stories and book recommendations. OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN (00:00) Introduction: Rock retirement with community questions and stories ROCKIN’ RETIREMENT IN THE WILD (01:39) A memorable travel story from Doug in Greece and the value of experiential travel RETIREMENT LIFE LAB (03:50) The significance of experiences over souvenirs for meaningful memories LISTENER QUESTIONS (06:15) Addressing listener questions on managing retirement accounts and consolidating assets (06:43) Handling required minimum distributions and tax considerations for late retirees (Vern's story) (09:23) Reasons to keep or roll over 401(k) assets, including inertia, access, and creditor protection (12:32) Audio question about health insurance and budgeting (18:10) Correcting misconceptions about MAGI and ACA subsidies (Michael’s feedback) (20:08) Insights on the blind spots of retirement planning software and AI’s role in financial planning (23:00) The emerging role of AI as a thinking partner in retirement planning (25:43) Managing required minimum distributions and tax planning for late retirees (Michelle’s situation) (28:08) Using professional help vs. DIY approaches for RMDs and taxes (31:24) Dan’s pursuit of a meaningful second career in financial literacy and how to prepare ON THE BOOKSHELF (35:42) Recommended bookshelf: The Art of Spending Money , Devil in the White City , Inside the Greatest Crash , and Once an Eagle SMART SPRINT (41:37) Smart Sprint: Create an experiential gift to cherish memories with loved ones REFERENCES The Art of Spending Money by Morgan Housel Devil in the White City by Erik Larson Inside the Greatest Crash by Andrew Ross Sorkin Once an Eagle by Anton Myrer Aging and Healthcare Planning Resources Connect with Roger Whitney: Submit a Question for Roger Sign up for The Noodle Note: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.

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Listener Questions: Should I Move My 401K into an IRA When I Retire? is an episode from Retirement Answer Man by Roger Whitney.

This episode is 42:50 long.

This episode was published on Apr 1, 2026.

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