Episodes

  • Ep #240: Don’t Wait for the Will: The Case for Giving While Living
    May 27 2025

    When it comes to passing on wealth, the traditional approach has been to wait—save everything, then hand it off through a will. But what if the most meaningful impact happens before that moment?

    Giving while you're still here—intentionally, strategically—lets you see the effect of your support, guide the outcomes, and build deeper alignment with your values. In this episode, we explore why earlier is often better, and how giving now doesn’t just transfer wealth—it multiplies its purpose.

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    21 mins
  • Ep #239: Tax-Free for Life: Stacking Roth and HSA Strategies for Your Kids' Future
    May 20 2025

    We all know the Roth IRA is a powerful tool for setting our kids up financially, especially when they’re earning early and you can stash away a few thousand dollars for decades of tax-free growth. But what happens when your child hits that in-between stage—say, age 19 to 25—still on your health insurance but no longer a tax dependent?

    That’s where the HSA strategy kicks in, offering a surprisingly overlooked second phase of long-term wealth building. In this episode, we explore how to leverage this window to give your child a tax-free healthcare fund that could quietly grow into hundreds of thousands by retirement.

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    18 mins
  • Ep #238: Waiting on Washington: Why Your 2026 Tax Bill Hangs in the Balance
    May 13 2025

    If you've been hearing rumblings about tax changes in 2026, you're not imagining things — we’re heading toward one of the biggest tax shifts in decades. The Tax Cuts and Jobs Act of 2017, which shaped much of our current tax system, is set to expire unless Congress takes action.

    But right now, lawmakers are locked in a high-stakes budget battle, and no one knows exactly how it’ll end. This episode breaks down why that matters not just politically — but for your wallet, your financial plan, and the decisions you might want to make before the rules change.

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    18 mins
  • Ep #237: Comfortably Stuck: How "The System" Keeps High Earners From Building Wealth
    May 6 2025

    Today, we're going to dive into a mindset shift that every high-earning professional needs to hear, especially our ER doc families making strong incomes. It's tempting to think that a $400K household is financially invincible. But the truth is: the system isn't designed to make you wealthy. It's designed to keep you comfortable.

    And comfortable, if you're not careful, is the enemy of wealthy. We're going to walk through a real-world hypothetical of a $400K-earning ER doc, a stay-at-home parent, two kids, and all the common expenses that come with the lifestyle to show you exactly how easy it is to spin your wheels and not actually build wealth.

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    15 mins
  • Ep #236: Pay Off Debt or Invest? The Math May Surprise You
    Apr 29 2025

    This episode is going to get technical — so if you’re not ready to get lost in the math and mechanics of debt, investments, and balance sheet risk, you’ve been warned. But for high earners like ER docs, these seemingly small decisions — like whether to pay down a mortgage early or redirect that cash flow into investments — can have six- or even seven-figure implications over time.

    With today’s higher mortgage rates and more volatile markets, the old rules don’t necessarily apply, and what once was considered conservative might now be the riskiest choice of all. We’re going to break down how to analyze these trade-offs, with real numbers and real behavioral considerations that go way beyond “just do what feels right.”

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    23 mins
  • Ep #235: Twitchy Markets & Tariff Shock: The Biggest Market Swing in History
    Apr 22 2025

    Markets just experienced one of the most dramatic intraday reversals in history — and at the center of it all? Tariffs. In this episode, we dive into how sudden trade policy shifts, particularly around President Trump’s tariff announcements, are sending shockwaves through investor sentiment and market pricing.

    We’ll break down what tariffs actually are, who really pays for them, and why reacting to market drops after the fact can be more harmful than helpful. If you’ve been feeling whiplashed by the headlines, this one’s for you.

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    20 mins
  • Ep #234: The Real Tax Hack? Making April 15 Boring
    Apr 15 2025

    Today is what most people call the “tax deadline” — but that term is more misleading than helpful. In reality, April 15 is less of a final cutoff and more of a decision point: you either file your return or file for an extension.

    In this episode, we’ll walk through why the panic surrounding this date is often unnecessary, especially for those with more complex tax situations. Whether you’re already squared away or haven’t even started, there’s still something smart you can do today — and we’re here to help you make tax season uneventful on purpose.

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    18 mins
  • Ep #233: Match Day & Money: Why Your Financial Future Deserves the Same Strategy
    Apr 8 2025

    Match Day is an unforgettable milestone—the moment your medical journey becomes real, and the future you've worked so hard for finally starts to take shape. But what often gets overlooked is how your match decision can deeply impact your financial path.

    From student loans and cost of living to career opportunities and long-term goals, your choice matters more than you may know. In this episode, we’ll help you look at your match not just as a career move—but as the first step in a financial strategy designed to match your life.

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    14 mins
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