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A Good Problem to Have

A Good Problem to Have

By: Tyler Olson
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In this show, I discuss the concept of "good problems to have" as a physician (like having a significant surplus in your checking account) and the importance of addressing these situations thoughtfully. My goal is to make financial planning concise, useful, and relevant to your unique life.Tyler Olson
Episodes
  • New Intern Money Series: Disability, Life, Umbrella Insurance (Part 3)
    Mar 25 2026

    In this episode, we’re diving into insurance for new doctors, with a focus on disability insurance. Even though your resident salary might be modest, protecting your ability to earn an income over the long term is incredibly important.

    If you’re transitioning from medical school into intern year, this is one decision process you’ll want to understand early.

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    17 mins
  • New Intern Money Series: Private Student Loans & Debt (Part 2)
    Mar 18 2026

    In part two of this eight-episode post-Match series, we’re talking about private student loans. Unlike federal loans, private loans don’t come with the same protections or forgiveness programs, which means the strategy during residency looks very different.

    The key takeaway: during residency, your goal isn’t to crush the debt immediately. It’s to manage cash flow, understand your loan terms, and position yourself to handle the debt effectively once attending income arrives.

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    8 mins
  • New Intern Money Series: Federal Student Loans (Part 1)
    Mar 11 2026

    In this first episode I walk through one of the most important financial steps you can take right now: managing your federal student loans before residency begins.

    We talk about why e-filing your tax return matters, how to potentially qualify for $0 payments, when consolidation might make sense, and how these decisions can affect Public Service Loan Forgiveness down the road.

    If you’re about to start residency, this episode will help you make a few smart moves now that can simplify your finances during training.

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    20 mins
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