A YMYW listener from Missouri and his wife are retired at 69 and 67, with less than $2 million dollars. Should they continue converting retirement savings to Roth for the tax-free growth? What should they do about long term care insurance? More importantly, is our listener’s name (Cousy) pronounced "Cuzzy" or "Koozy"? Speaking of Roth conversions, must “Peggy Hill” wait five years to withdraw her conversion money, or only its earnings? That’s today on Your Money, Your Wealth® podcast number 547 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, is Skipper’s retirement payout plan the killer deal he thinks it is? How can Jeff in Dallas pay less capital gains tax on his 3 million dollar single stock, million dollar 401(k), and potential eBay income? Is selling on eBay still a thing? Does Dolly in Tennessee need to empty her inherited IRA within the next 10 years due to the SECURE Act? And finally, HSA vs. HRA: how should Larry in Rhode Island navigate switching from his current employer’s health savings account to his future employer’s health reimbursement arrangement?

Free Financial Resources in This Episode: 

https://bit.ly/ymyw-547 (full show notes & episode transcript)

5 Year Rules for Roth IRA Withdrawals

2025 Key Financial Data Guide (newly updated with One Big Beautiful Bill changes)

10 Steps to Improve Investing Success

What to Do When the Stock Market Gets Crazy - YMYW TV

Financial Blueprint (self-guided)

Financial Assessment (Meet with an experienced professional)

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Chapters:

00:00 - Intro: This Week on the YMYW Podcast

01:11 - Should We Continue Roth Conversions in Retirement? What About Long-Term Care? (Cousy, MO)

13:03 - Must I Wait 5 Years to Withdraw My Roth Conversion, Or Only Its Earnings? ("Peggy Hill", MN)

21:50 - Is My Retirement Plan Payout the Killer Deal I Think It Is? (Skipper)

28:07 - How to Minimize My Capital Gains Tax? (Jeff, Dallas, TX)

33:37 - Must I Empty My Inherited IRA Within 10 Years With The SECURE Act? (Dolly, Bristol, TN)

37:50 - HSA and HRA: Health Savings Account vs. Health Reimbursement Arrangement (Larry, RI)

40:48 - Outro: Next Week on the YMYW Podcast