A business owner may be financially ready to retire, but what happens when their spouse is a decade younger and still needs health insurance?

In this episode, I'm joined by Andy Panko of Tenon Financial to discuss the costly and often complicated road to Medicare. We explore how employer-sponsored health insurance can mask the true cost of coverage, the challenges of retiring before 65, and the decisions retirees face when choosing between Medicare Advantage and traditional Medicare.

We also dive into Social Security's earnings test, the uncertainty surrounding Roth conversion projections, and one of the biggest challenges in retirement that has little to do with numbers: having enough money to retire but still being afraid to stop working or spend what you've spent decades saving.

00:00 – Introduction

01:37 – Andy Panko Joins the Conversation

02:36 – Retiring Before 65: The Health Insurance Gap

09:00 – The Hidden Cost of Employer Health Insurance

13:26 – Social Security's Earnings Test Explained

18:17 – Medicare Advantage vs. Traditional Medicare

29:04 – Roth Conversions: Less Math, More Judgment

31:34 – Why Retirees Struggle to Stop Working and Spend Their Savings

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Corrections: Editing by http://SwoleNerdProductions.com

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