Épisodes

  • When Life Ends, Does Your Plan Begin?
    Apr 22 2026

    Death is not the only risk: poor planning is. We walk through what happens to your money, your spouse, and your legacy when you pass and how a proper plan can help put everything on autopilot.

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  • The Not Worst Way to Become a Millionaire
    Apr 22 2026
    The Boring Path to a Million Dollars A lot of people spend their whole lives looking for the clever way to build wealth — the hot stock, the timing play, the business idea that finally works. Meanwhile, the couple next door just put fifty bucks a month into a retirement account when they were twenty-two and quietly became millionaires. On last week’s True Wealth Show, Matt Dickson and I worked our way down a list of ways to actually build wealth in America — ranking each one from easiest to hardest. The top of the list wasn’t glamorous. The top of the list was almost embarrassing in how simple it was. The easy paths These all scored high on “this actually works” and low on “this is hard”: Start early. Keep going. A small, regular contribution to a broad market investment over fifty or sixty years becomes a genuinely large number. Matt set up an account for his son Micah when he was born — a thousand dollars, then fifty a month. Not because it was a lot, but because time was the thing doing the heavy lifting. Compound interest doesn’t care about your feelings, your timing, or your cleverness. It just wants years. Get a job that matches your retirement contributions. If you put in a dollar and your employer puts in a dollar, you just made a 100% return the moment the money hit the account. This is free money, and people skip it all the time. A lot of them skip it because they “can’t afford to contribute.” But think about the math for a second: if you contributed enough to get the match and then withdrew all of it tomorrow and paid every possible early-withdrawal penalty, you’d still have more money than you started with. The free money is worth more than the penalty. Take the match. Spend less than you make, and invest the difference. The number-one rule of financial success, and the one people most often fight. Not because they don’t know it — everyone knows it. But because lifestyle creep is a quiet, relentless force, and most raises turn into more spending instead of more savings. Stay out of high-interest consumer debt. This one is the flip side of the compound-interest story. The same math that works for you over decades in an index fund works against you every month on a credit card. If you’re paying 24% on a balance while your investments earn 10%, you’re running up the down escalator. Why “easy” doesn’t mean “common” Here’s the thing about the easy paths: the reason they work is that they compound over decades. And the reason people don’t take them is that they compound over decades. Most people want the result in a timeframe that matches their attention span. Compound interest works on a timeframe that matches a career. Matt’s wife started saving at eighteen, putting 10–15% of her paycheck into a retirement account from her very first job. No clever moves. No timing. Just consistent contributions from age eighteen through the rest of her life. She’s doing great. There is no magic to this — the magic is that she started early and never quit. The harder paths exist too We did make it through a long list of harder paths — side hustles, real estate, small business ownership, rental properties, franchising, commercial development. They can all work. They’re just harder, and they require different combinations of capital, skill, risk tolerance, and discretionary time. The pattern we kept seeing: as you move up the difficulty scale, the paths become more dependent on you — your skills, your timing, your ability to manage risk and stay disciplined. The easy paths, by contrast, mostly require you to get out of your own way and let time do its work. That’s not a small insight. Most people aren’t going to become venture-backed founders, professional athletes, or franchise magnates. But almost anyone who earns a paycheck can start early, capture a match, spend less than they make, and avoid predatory debt. What we actually do with this When someone walks into Littlejohn Financial Services and says “I want to build wealth,” we’re not looking for the clever play. We’re looking at where they are, where they want to go, and whether the simple math can get them there. Usually it can. Sometimes it takes longer than they’d hoped. Rarely does it take more cleverness than they have. Want to hear the full ranking — including the lightning round where we argued about real estate, sales careers, and whether “pick rich parents” should count? Listen to the full episode on littlejohnfs.com. If you’re wondering how the simple math applies to your situation specifically — that’s what we help people with. No pressure. Reach out when you’re ready.
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  • The Not Worst Ways to Become a Millionaire
    Apr 16 2026

    David and Matt rank different ways people try to become millionaires, discussing the tradeoffs of risk, effort, and difficulties along the way.

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  • The Building Blocks of Retirement Planning Description
    Apr 10 2026

    Justin and Emma discuss retirement timelines, planning considerations, and where people often go wrong.

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  • Not All Taxes Are the Same. Here’s Why…
    Apr 2 2026

    David, Justin, and Emma discuss how various taxes work and how different tax treatments can shape financial outcomes.

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  • Naismith Ruined Productivity- We Thank Him
    Mar 24 2026

    David and Derek cover a fun new holiday, sports betting, and how platforms like prediction markets are changing the way people view outcomes.

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  • Investment Strategies: The Hunter & Farmer Method
    Mar 12 2026

    David and Emma discuss investing strategy, market patience, and why successful investing often looks more like farming than hunting.

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  • War and the Stock Market
    Mar 9 2026

    How do markets actually react to war? We dive into history to uncover surprising trends and economic truths that challenge everything you think about investing.

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