Tyler Olson
A Good Problem to Have
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.
Where to listen?
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Episodes
$500k in Student Debt to $1mil in Net Worth: Six Steps to Get There 14.01.2026 16:14
In this episode, I walk through a practical 6-step path for physicians who are starting their careers with significant student debt and want to build toward a 7-figure net worth. This stage can feel slow, frustrating, and uncertain, but with the right structure, discipline, and priorities, the transition from negative net worth to financial momentum is absolutely achievable. You’ll learn: How to c...
Post-Training Career Paths: The Devil is in the Details 07.01.2026 10:13
In this episode, I talk through the reality of choosing a post-training career path and why the decision between academics and private practice is rarely as simple as it sounds. There are meaningful pros and cons on both sides, and the real story lives in the details of contracts, culture, expectations, and incentives. You’ll hear about: Why academics and private practice each cover a wide range o...
“What Percentage of Income Should I Save for Retirement?” 31.12.2025 9:01
I walk through the popular “save 20% of your income for retirement” guideline and why that number is only a starting point. The real conversation is about your life, your priorities, and the tradeoffs you want to make. In this episode: Why 20 percent is a rule of thumb, not a rule The role of employer retirement contributions How lifestyle choices shape your savings rate Early retirement goals Why...
The Wisdom of Making Less Than Optimal Money Decisions 24.12.2025 16:05
This episode is about something we do not talk about enough in personal finance: the freedom to choose what feels right, even when it is not the most optimal decision. Using two real student loan examples, I explain how to evaluate tradeoffs between investing, debt payoff, and mental health, and why progress should feel good.
Disability Insurance for Doctors: How to Protect Yourself 17.12.2025 7:35
Too many doctors get pushed into insurance they never needed. In this episode, I explain how I evaluate disability insurance, why independence matters, and what residents need to know about Guaranteed Standard Issue (GSI) coverage before their window closes.
8 Pieces of Financial Advice for Your Fellowship Years 10.12.2025 19:10
Starting fellowship is a huge milestone and a stressful financial transition. In this episode, I walk through eight practical money moves every new fellow should be thinking about, from emergency savings and disability insurance to student loans, taxes, and avoiding expensive short term mistakes. The goal is simple. Stay steady now so future you has more options later.
Bitcoin for Beginners: The Core Concepts You Should Know (with Tyrone Ross) 03.12.2025 40:22
In this episode, I sit down with my friend and colleague Tyrone Ross to talk through something that a lot of people are curious about but still feel unsure how to approach: Bitcoin Tyrone has been studying, teaching, and building in this space for more than a decade, and what I appreciate most is the way he brings clarity without hype. We get into the basics in a way that actually helps you form y...
3 Questions About Life Insurance (with Ronnie Colvin, MS, CFP®) 26.11.2025 26:52
In this episode of A Good Problem to Have , I sit down again with my friend and fellow planner, Ronnie Colvin, to walk through one of the most common (and most confusing) topics physicians ask us about: life insurance. We break it down into the three questions you actually need to answer: Do you need life insurance? - we talk through who is financially impacted if you weren’t here, how debt and co...
3 Benefits of Effective Financial Planning 19.11.2025 26:50
In this episode, I address a common question I receive from prospective clients: "What is the value of working with a financial planner?" It's a valid concern, especially when considering the investment of both time and money involved. That's why I focus on how effective financial planning can significantly enhance your life in these three critical areas. Time : how effective financial planning ca...
50-Year Mortgage, The Fed, Rates, and MBS (with Matt Graham) 12.11.2025 35:06
In this episode, I’m joined by Matt Graham, founder of MBSLive.net and writer for Mortgage News Daily, to unpack what’s driving interest rates today. We discuss: Why the Fed doesn’t directly control mortgage rates The relationship between Treasuries, inflation, and mortgage-backed securities What the “spread” between mortgage rates and the 10-year Treasury really means Whether the new 50-year mort...
Mastering Cash Flow Communication 05.11.2025 14:04
You might think that a high income means you can spend freely, but without monitoring, you could find yourself in a tough spot. No matter your financial situation, having a system in place to monitor your spending can lead to healthier financial habits and a more relaxed mindset around money.
Planning for a Pool: What to Consider (with Ronnie Colvin, MS, CFP®) 29.10.2025 19:50
Join us as we focus on the question a lot of doctors face at some point in their lives: "Can I afford to install a pool in my backyard?" We explore real-life cases from the past summer, discussing different factors that influence this decision beyond just the initial cost. Some highlights from the episode: The hidden costs of pool ownership, including maintenance and safety consideration...
Guaranteed Salaries: Pros & Cons for Attending Physicians 22.10.2025 11:29
While a guaranteed salary can provide much-needed financial stability as you transition into your new role, there are important factors to consider before signing on the dotted line. Some highlights from the episode: The benefits & drawbacks of guaranteed salaries (including financial security and time to build your patient panel) Key considerations regarding time commitments and the potential...
How to Manage $150,000 in Student Loans as a Physician (PSLF vs. Payoff Plans) 15.10.2025 8:46
In this episode, I dive into the topic of student loans, specifically focusing on the implications of having $150,000 in debt. You'll learn about two main options for managing student loans: staying within the federal loan system or refinancing with private lenders . We outline the benefits and drawbacks of each approach, including the potential for lower interest rates through refinancing and...
Your First Attending Paycheck: 3 Smart Steps to Take 08.10.2025 14:30
In this episode, we discuss the exciting (yet overwhelming) transition from training to attending-hood, specifically focusing on that first attending paycheck. Some highlights: - How to pay off credit card debt effectively - The importance of building an emergency fund - Tips for maximizing your 401(k) or 403(b) contributions --------- Financial planning for physicians: https://www.olsonfp.com
Intro to Tyler Olson 01.10.2025 4:21
Welcome to the first episode of A Good Problem to Have ! I'm your host, Tyler Olson, and in this episode, I introduce myself and share my journey in the financial planning field, specifically focusing on the unique challenges faced by physicians. Since 2005, I've dedicated my career to helping individuals navigate their financial landscapes, and in 2018, I launched my own practice to bette...
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