The Four Money Conversations Every Couple Needs Before It’s Too Late

The Two Retirement Worries That Matter Most

What if your biggest retirement fears could be narrowed down to just two concerns? In this episode, Matt Eilers explains why most retirement worries come down to health versus wealth—and how those two forces shape every financial decision in retirement. The conversation explores income versus longevity risk, how long your money needs to last, and why a written income plan can provide clarity in an uncertain future. Matt also highlights the importance of proactive planning over emotional reactions, helping retirees better understand how to prepare for decades of changing financial needs. Ready to get out of the rough and get your retirement plan in place? Contact [https://medalistwealth.com/#contact] Matt today! Facebook [https://www.facebook.com/medalistwealth/] | Instagram [https://www.instagram.com/medalistwealth/] | LinkedIn [https://www.linkedin.com/company/medalist-wealth-management/] | YouTube [https://www.youtube.com/@medalistwealth] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

The Four Money Conversations Every Couple Needs Before It’s Too Late

What happens when one spouse handles the money—and the other suddenly has to? In this episode, Matt Eilers breaks down the essential financial conversations couples must have long before retirement forces the issue. He explains why alignment on risk, roles, and record‑keeping is important, how to prepare for the day one partner may face retirement alone, and which legal documents every household should review. From communication gaps to mismatched risk tolerances, Matt reveals how key teamwork is as you navigate retirement together. Ready to get out of the rough and get your retirement plan in place? Contact [https://medalistwealth.com/#contact] Matt today! Facebook [https://www.facebook.com/medalistwealth/] | Instagram [https://www.instagram.com/medalistwealth/] | LinkedIn [https://www.linkedin.com/company/medalist-wealth-management/] | YouTube [https://www.youtube.com/@medalistwealth] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

A Conversation with Bill Murray and his family

Matt had the special chance to sit down with Bill Murray and his family at the 25th Annual Caddyshack Golf charity event. An incredible opportunity for The Retirement Caddie to talk to the legends of Caddyshack! Ready to get out of the rough and get your retirement plan in place? Contact [https://medalistwealth.com/#contact] Matt today! Facebook [https://www.facebook.com/medalistwealth/] | Instagram [https://www.instagram.com/medalistwealth/] | LinkedIn [https://www.linkedin.com/company/medalist-wealth-management/] | YouTube [https://www.youtube.com/@medalistwealth] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Best Of: Avoiding Lamborghini Fever: Smart Moves After an Unexpected Windfall

An inheritance may feel like a blessing—but it can also create challenges you never expected. In this episode, Matt Eilers breaks down the financial realities of the great wealth transfer, from hidden tax traps to handling retirement accounts that must be emptied within 10 years. He explains why planning ahead matters, how to avoid “Lamborghini fever,” and what to consider before receiving cash, property, or investment accounts. Matt also discusses how a clear financial plan helps you make thoughtful decisions with any inheritance and keeps your overall retirement strategy on track. Ready to get out of the rough and get your retirement plan in place? Contact [https://medalistwealth.com/#contact] Matt today! Facebook [https://www.facebook.com/medalistwealth/] | Instagram [https://www.instagram.com/medalistwealth/] | LinkedIn [https://www.linkedin.com/company/medalist-wealth-management/] | YouTube [https://www.youtube.com/@medalistwealth] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Estate Planning Isn’t Just for the Rich—Here’s Why

More than half of Americans don’t have their estate planning basics in place—and many don’t realize why that matters until it’s too late. In this episode, Matt Eilers breaks down why wills, powers of attorney, and healthcare directives often get delayed and what can happen when important decisions are left to the courts. He explains common misconceptions around estate planning, why it’s not just for the wealthy, and how clear documentation can reduce confusion and stress for loved ones when it matters most. Ready to get out of the rough and get your retirement plan in place? Contact [https://medalistwealth.com/#contact] Matt today! Facebook [https://www.facebook.com/medalistwealth/] | Instagram [https://www.instagram.com/medalistwealth/] | LinkedIn [https://www.linkedin.com/company/medalist-wealth-management/] | YouTube [https://www.youtube.com/@medalistwealth] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.