business
Hosted by Matt Eilers · business · EN-US · 59 episodes
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.
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Contact path
Verified email
Booking probability
33%
Guest openness
Selective
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Signup to Generate a PitchMedalist 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.
The Retirement Caddie is hosted by Matt Eilers. The show has published 59 episodes to date.
Recent episodes include "When “Funflation” Hits Your Retirement Plans" (20 October 2026, 23 minutes), "Don't Let Misunderstandings Stop You from Exploring this Option" (13 October 2026, 23 minutes), and "Retiring is More Than the Numbers Just "Working Out"" (6 October 2026, 23 minutes).
The Retirement Caddie publishes roughly weekly, with episodes averaging 14 minutes across 59 episodes.
Booking probability for The Retirement Caddie is 33%, and the host is rated Selective on guests. The Retirement Caddie requires a Pod Score of 80 or higher. The Retirement Caddie's contact route on record: verified email.
The strongest fits for The Retirement Caddie are Investment Banking & Trading. The Retirement Caddie has a business audience.
Matt Eilers hosts The Retirement Caddie, a business show with 59 episodes published.
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The Retirement Caddie
The retirement you’ve been saving for can get more expensive before you know it. Matt Eilers discusses how rising travel and lifestyle costs can influence retirement spending and why inflation deserves a place in...
The Retirement Caddie
The most misunderstood retirement tool may be getting judged by outdated opinions. Matt Eilers breaks down the emotional debate surrounding annuities and explains why they should be viewed as financial tools, not...
The Retirement Caddie
How do you know when you're truly ready to retire, and not just hoping the numbers work out? In this episode, Matt Eilers explains why having a collection of accounts and investments is not the same as having a...
The Retirement Caddie
What if the key to retirement isn't chasing happiness, but creating financial contentment? Inspired by a conversation from Jay Leno, Matt Eilers explores why covering essential expenses should be the foundation of every...
The Retirement Caddie
That retirement balance may look impressive—but not all of it actually belongs to you. In this episode, Matt Eilers uses a surprising Oscar Awards rule to explain the often‑overlooked reality that Uncle Sam is a...
The Retirement Caddie
The biggest threat to a retirement plan may be the costs you never expected to face. In this episode, Matt Eilers discusses how retirees can prepare for healthcare expenses, long-term care needs, and other financial...
The Retirement Caddie
Is your retirement plan designed for YOUR life—or just following outdated rules? This episode of The Retirement Caddie with Matt Eilers explores how creative strategies like deferment, intentional tax planning...
The Retirement Caddie
What if the biggest threat to your retirement isn’t a market crash, but the risks you never planned for? In this episode, Matt Eilers discusses why retirement planning should go far beyond investments and account...
The Retirement Caddie
A surprise buyout, a health change, or even living longer than expected can reshape retirement faster than you think. In this episode, Matt Eilers discusses how major life events can impact your retirement strategy and...
The Retirement Caddie
Retirement planning should feel less like a trip to the dentist and more like a conversation about what matters most to you. In this episode, Matt Eilers explains why financial planning goes far beyond investment...
The Retirement Caddie
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...
The Retirement Caddie
What does climbing the equivalent of Mount Everest have to do with retirement planning? Matt Eilers shares the story behind his 29029 endurance challenge, the lessons it teaches about perseverance, and the inspiration...
The Retirement Caddie
That retirement balance may look impressive—but not all of it actually belongs to you. In this episode, Matt Eilers uses a surprising Oscar Awards rule to explain the often‑overlooked reality that Uncle Sam is a...
The Retirement Caddie
Retirement can feel familiar—until unexpected costs and decisions make it anything but. In this episode, Matt Eilers breaks down why areas like healthcare, taxes, and income planning often catch retirees off...
The Retirement Caddie
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...
The Retirement Caddie
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...
The Retirement Caddie
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...
The Retirement Caddie
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...
The Retirement Caddie
The biggest retirement mistakes often come from the small financial details people overlook today. In this episode, Matt Eilers explains how “hidden risks” like required minimum distributions, tax planning...
The Retirement Caddie
<p>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...
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