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Talking Money, Clearly

Talking Money, Clearly

Von: Wes Cuprill
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Talking Money, Clearly with Wes Cuprill is your straightforward guide to making smarter financial decisions.


Each week, Wes breaks down investing basics, financial planning, and money management with a no-nonsense approach that cuts through Wall Street hype. From budgeting, saving, and paying off debt to building wealth, retirement planning, and navigating today’s financial noise, this show delivers clear advice for millennials, middle-aged adults, and families who want to take control of their future.


With segments like Wealth Wise Women and expert insights on global diversification, financial literacy, and long-term investing, Wes brings both education and coaching to help you stay committed to your plan and avoid costly mistakes. If you’re ready for practical financial strategies, real-world clarity, and a coach who tells it like it is, this podcast is for you.

© 2026 Talking Money, Clearly
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  • Retirement Is Only 150 Years Old (And We're Still Getting It Wrong)
    Feb 19 2026

    Have you ever stopped to think about how weird retirement actually is? As a concept, it's barely 150 years old — and the version we know today is even younger than that.

    In this episode, we're going back to the beginning. Before we can talk about 401(k)s, retirement planning, or building wealth for your future, it's important to understand where retirement came from in the first place — because it didn't come from where most people think.

    We'll cover how ancient Rome used retirement benefits as a political tool, why Otto von Bismarck essentially invented the modern pension in 1880s Germany (and why he did it), how the Great Depression forced the United States to create Social Security, and why the pension system that defined mid-century retirement was already showing cracks by the 1970s.

    Retirement wasn't created out of generosity. It was created out of necessity. And understanding that changes how you think about planning for your own.
    Next episode: The Revenue Act of 1978 — and the completely accidental way it transformed retirement in America forever.

    Chapters:
    00:00:00 – Retirement Is Weirder Than You Think
    00:01:59 – Ancient Rome Had Pensions (For Selfish Reasons)
    00:03:16 – How One German Politician Invented Modern Retirement
    00:06:20 – America's Slow and Scattered Start
    00:06:53 – The Great Depression Changed Everything
    00:07:48 – The Golden Age of Pensions
    00:09:32 – Why the System Started Breaking Down

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    12 Min.
  • How Retirement Is Changing — And Why Your Plan Must Evolve
    Feb 5 2026

    Get the free book here: https://www.the401kwakeupcall.com/book

    Retirement is changing faster than most people realize — and many plans are still built around assumptions that no longer apply.

    In this episode, I walk through how the idea of retirement has evolved, why traditional planning models don’t always fit today’s reality, and what it means to build a long-term strategy that can adapt as life changes.

    This isn’t about predicting markets or guessing what the future will look like.
    It’s about understanding the shift that’s already happening and thinking about your plan in a way that stays flexible over time.

    We also revisit how your 401(k) fits into this modern approach — not as the entire solution, but as one part of a broader, more adaptive strategy.

    This video is the final episode in the 401(k) Confidence Series, where we’ve focused on helping you understand how 401(k)s actually work and how to think about them with clarity and confidence.

    Chapters:
    00:00:00 – Why Retirement Looks Different Today
    00:01:04 – The Shifts Shaping Modern Retirement
    00:03:26 – Why Flexibility Matters More Over Time
    00:03:57 – What an Adaptive Plan Looks Like
    00:05:20 – Where the 401(k) Fits In
    00:06:17 – A Resource to Go Deeper

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    8 Min.
  • Why Your 401k Isn’t Enough — And How Real Wealth Gets Built
    Jan 29 2026

    Get the free book here: http://www.the401kwakeupcall.com/book

    Most people assume their 401(k) is supposed to handle their entire retirement — but it was never designed to carry the full weight of your financial future.

    In this episode, I’ll show you what the 401(k) can do incredibly well, where its built-in limits are, and how to build a coordinated approach that actually supports the future you want.

    This isn’t about maximizing returns or finding the “perfect” account. It’s about shifting from relying on one account to building a simple wealth system where the pieces work together — so your confidence increases and your stress decreases over time.

    This video is part of the 401(k) Confidence Series, where each episode breaks down one piece of how 401(k)s actually work — helping you build clarity step by step.

    Chapters:
    00:00:00 – Why This Question Matters
    00:00:55 – Why a 401(k) Can’t Do Everything
    00:02:26 – What the 401(k) Does Well
    00:03:41 – Why Coordination Matters Over Time
    00:04:40 – Questions to Think About Holistically
    00:05:32 – The Shift in How to Think About Planning
    00:06:02 – A Resource to Go Deeper
    00:06:52 – Closing Thoughts

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    8 Min.
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