Podcast

One moment can change how you think about work, money, and retirement forever. In this episode, Matt Eilers reflects on a powerful story about a career spent chasing the paycheck—and what happens when the work stops but life doesn’t slow down. The conversation explores how emotions, priorities, and real‑world risks shape retirement decisions, from market volatility and inflation to healthcare and legacy planning. It’s a candid discussion about shifting focus from accumulation to living with intention, and why a retirement plan should serve your life—not the other way around.

Ready to get out of the rough and get your retirement plan in place? Contact Matt today!

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One moment can change how you think about work, money, and retirement forever. In this episode, Matt Eilers reflects on a powerful story about a career spent chasing the paycheck&mdash;and what happens when the work stops but life doesn&rsquo;t slow down. The conversation explores how emotions, priorities, and real‑world risks shape retirement decisions, from market volatility and inflation to healthcare and legacy planning. It&rsquo;s a candid discussion about shifting focus from accumulation to living with intention, and why a retirement plan should serve your life&mdash;not the other way around.
Ready to get out of the rough and get your retirement plan in place?&nbsp;<a href="https://medalistwealth.com/#contact">Contact</a> Matt today!
<a href="https://www.facebook.com/medalistwealth/">Facebook</a> | <a href="https://www.instagram.com/medalistwealth/">Instagram</a> | <a href="https://www.linkedin.com/company/medalist-wealth-management/">LinkedIn</a> | <a href="https://www.youtube.com/@medalistwealth">YouTube</a>

Medalist Wealth Management’s Matt Eilers hosts “The Retirement Caddie” radio program and now makes those on-the-air discussions available to you on demand with his podcast bearing the same name. Subscribe on your favorite streaming service and each week will bring you fresh insight and perspective to financial matters that can help shape your future plans. With each episode, Matt brings informative and topical conversations that help build your financial savvy and intellect as you build towards a financial future suited specifically for you.

Medalist Wealth Management&rsquo;s Matt Eilers hosts &ldquo;The Retirement Caddie&rdquo; radio program and now makes those on-the-air discussions available to you on demand with his podcast bearing the same name. Subscribe on your favorite streaming service and each week will bring you fresh insight and perspective to financial matters that can help shape your future plans. With each episode, Matt brings informative and topical conversations that help build your financial savvy and intellect as you build towards a financial future suited specifically for you.

The Retirement Caddie

When the Paycheck Stops, What Really Matters?

Retiring early sounds simple—until you start asking the right questions. In this episode, Matt Eilers breaks down why popular retirement checklists don’t tell the full story when it comes to deciding when you can actually retire. The conversation explores needs versus wants, emergency funds, mortgages, taxes, healthcare, Social Security timing, and why income planning—not just asset totals—drives retirement readiness. Matt also explains why retirement decisions aren’t one‑size‑fits‑all and how overlooked details can quietly change the outcome if they’re not addressed as part of a coordinated plan.

Ready to get out of the rough and get your retirement plan in place? Contact Matt today!

Facebook | Instagram | LinkedIn | YouTube

Retiring early sounds simple&mdash;until you start asking the right questions. In this episode, Matt Eilers breaks down why popular retirement checklists don&rsquo;t tell the full story when it comes to deciding when you can actually retire. The conversation explores needs versus wants, emergency funds, mortgages, taxes, healthcare, Social Security timing, and why income planning&mdash;not just asset totals&mdash;drives retirement readiness. Matt also explains why retirement decisions aren&rsquo;t one‑size‑fits‑all and how overlooked details can quietly change the outcome if they&rsquo;re not addressed as part of a coordinated plan.
Ready to get out of the rough and get your retirement plan in place?&nbsp;<a href="https://medalistwealth.com/#contact">Contact</a> Matt today!
<a href="https://www.facebook.com/medalistwealth/">Facebook</a> | <a href="https://www.instagram.com/medalistwealth/">Instagram</a> | <a href="https://www.linkedin.com/company/medalist-wealth-management/">LinkedIn</a> | <a href="https://www.youtube.com/@medalistwealth">YouTube</a>

Best Of: Can You Really Retire Early—or Just Hope You Can?

Ignoring long-term care planning can leave families facing difficult emotional and financial decisions when it matters most. In this episode, Matt Eilers discusses the real impact of unexpected health events, from caregiving burdens to the high cost of professional care. He explains why having a clear plan in place—before a crisis—can help guide decisions around assets, family roles, and care options. The conversation highlights common blind spots in retirement planning and why thinking through “what if” scenarios is an important part of building a more complete financial picture.

Ready to get out of the rough and get your retirement plan in place? Contact Matt today!

Facebook | Instagram | LinkedIn | YouTube

Ignoring long-term care planning can leave families facing difficult emotional and financial decisions when it matters most. In this episode, Matt Eilers discusses the real impact of unexpected health events, from caregiving burdens to the high cost of professional care. He explains why having a clear plan in place&mdash;before a crisis&mdash;can help guide decisions around assets, family roles, and care options. The conversation highlights common blind spots in retirement planning and why thinking through &ldquo;what if&rdquo; scenarios is an important part of building a more complete financial picture.
Ready to get out of the rough and get your retirement plan in place?&nbsp;<a href="https://medalistwealth.com/#contact">Contact</a> Matt today!
<a href="https://www.facebook.com/medalistwealth/">Facebook</a> | <a href="https://www.instagram.com/medalistwealth/">Instagram</a> | <a href="https://www.linkedin.com/company/medalist-wealth-management/">LinkedIn</a> | <a href="https://www.youtube.com/@medalistwealth">YouTube</a>

The “What If” Scenario That Can Change Everything

Retirement spending doesn’t move in a straight line—and that can catch a lot of people off guard. In this episode, Matt Eilers breaks down the “retirement spending smile,” explaining why expenses often rise early in retirement, dip in later years, and increase again as healthcare needs grow. He explores the shift from asset allocation to asset designation, why retirement requires a different planning mindset, and how income, risk, and healthcare planning all change once paychecks stop. The conversation focuses on preparing for each phase of retirement so surprises don’t dictate decisions later on.

Ready to get out of the rough and get your retirement plan in place? Contact Matt today!

Facebook | Instagram | LinkedIn | YouTube

Retirement spending doesn&rsquo;t move in a straight line&mdash;and that can catch a lot of people off guard. In this episode, Matt Eilers breaks down the &ldquo;retirement spending smile,&rdquo; explaining why expenses often rise early in retirement, dip in later years, and increase again as healthcare needs grow. He explores the shift from asset allocation to asset designation, why retirement requires a different planning mindset, and how income, risk, and healthcare planning all change once paychecks stop. The conversation focuses on preparing for each phase of retirement so surprises don&rsquo;t dictate decisions later on.
Ready to get out of the rough and get your retirement plan in place?&nbsp;<a href="https://medalistwealth.com/#contact">Contact</a> Matt today!
<a href="https://www.facebook.com/medalistwealth/">Facebook</a> | <a href="https://www.instagram.com/medalistwealth/">Instagram</a> | <a href="https://www.linkedin.com/company/medalist-wealth-management/">LinkedIn</a> | <a href="https://www.youtube.com/@medalistwealth">YouTube</a>

When the Paycheck Stops, What Really Matters?

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