Financial Mistakes: It (mis)takes one to know one!

By Jimmy Turner, MD
The Physician Philosopher

I have given up on my personal social media accounts.  Though, you can find me on twitter – @physphilosopher or on the Physician Philosophers Facebook Group for physicians, I am sick of personal social media.  The biggest reason is that I am tired of people pretending to have these “put together” lives.  Life can be ugly, messy, and altogether broken.  So, I decided to stop propagating the social media “all is well” machine.

I think that the same problem exists in the personal finance blogging community sometimes.  Post after post of people knowing how to “do it right.”

While I love the advice I get from each and every post (and I love the personal finance blogging community, too), it can get old seeing people who seem to have it all figured out.  We can’t all be experts…so I’ll settle for the fellow-man-on-the-journey role.

Given my lack of perfection, this post is going to be exactly the opposite of all that put together nonsense.  We are going to discuss five financial mistakes that I have made in my life and the consequences of each mistake.  I want you to read this in a certain light, though.

The light is this: You, too, can make it to financial independence despite making stupid mistakes like me.

1) How the GI Bill should NOT be used

My dad was a Navy guy.  Unfortunately, while he was in the Navy, he was shot during a hunting accident and has been disabled since before I was born.  The bullet hit his spine.  Miraculously, he can still walk, but he has neurological damage that has led to atrophied legs below the knees.

He also has the most legit chronic regional pain syndrome (CRPS) I’ve ever seen: atrophied shiny/atrophic skin, hairless legs, hyperalgesia, paresthesias, burning sensations.  You name it, he has it.  I’ve never heard the man complain, though.

There were a lot terrible things that came out of my dad being shot, but one good thing that came out of it was the GI Bill.  As his dependent, I was allowed to take part in the GI Bill.  I also had a full academic scholarship in undergrad.  So, this meant that every month I was given a check to spend or save however I wanted.  It was cash in my pocket.

If my memory serves me correctly, the check was for more than $800 each month.

Naturally, I opened my first Roth IRA at Vanguard and invested it all in VTSAX.  At this point in time, that original $38,400 is now worth about $80,600.  It’ll be worth over $500,000 by the time I hand it to my kids when I die.

Except…that never happened.

Every single dollar, quarter, nickle, and dime was spent on stuff.  I spent it on late night runs to taco bell (cheesy gordito crunch for the win!).  It was spent on poker nights (that I usually lost).  I spent it on gas for my car, going to the movies, buying video games (a habit I am still yet to kick), and my friends.

Now, not all of these things are bad (except taco bell; that probably is bad).  That said, I could have been a lot further along my financial independence path if I had saved that money.  But, guess what, I can’t turn back the clock.  Opportunity lost.

The really sad part is that I have now learned that I could have used the GI Bill for medical school.  I would have come out with zero medical school debt, if anyone had told me that the GI Bill could be used after college. 

2) I used to suck at pretend budgeting

When I was a fourth year medical student (and still knew nothing about personal finance) I had a rough idea about how much money we spent each month.

My wife was a teacher earning $30,000 per year.  I was a poor medical student.

Interviews cost a lot of money, and I thought, “Hey, its just a drop in the bucket!” [Hint: It’s not just a drop in the bucket] So, I bought flights, stayed in nice hotels, and went along my merry way.  That lasted until the final month of my fourth year when I realized I screwed the math up.

My wife had previously stopped working because we had our first kid at the beginning of fourth year. And guess what?  We wouldn’t get paid in my intern year until the very end of my first month in July.

Wait, you mean you don’t get paid on July 1st?  Oops.  I didn’t know that.  So, my wife and I were short about $5,000 for the month and a half before I got paid.  We hadn’t saved enough (or I had spent too much like most doctors do).

With this mistake, my grandmother fortunately stepped in and saved the day.  She had a CD maturing for exactly $5,000 and said she would give us the money interest free. All we had to do was pay her back at $50 per month during residency and the rest when I finished.  Thankfully, I didn’t have to put this on a credit card.

3) Not sure if you’ve noticed, but I currently finance a car.

Yep.  You heard that right.  Someone who owns and runs a personal finance website that discusses money matters for doctors who spend too much…finances a car.  As I often say, “You can’t fix stupid (although with anesthesia you can sedate it!)”

However, in this case, I am the stupid one.  Or am I?

I’ve written about my intentional spending philosophy multiple times.  I’ve even mentioned the car I am financing.  I try to be transparent, and one of the biggest reasons why is that I want people to see that you can live your life and achieve your financial goals.

It is all about balance.  And, as long as you have sat down and intentionally designed your financial goals, I can get behind just about any purchase.

You can get to your goals even if you are making some less than optimal decisions…like financing a car.  My car brings me great happiness despite being a “thing.”  It was the one of the two bumps I took in lifestyle when I finished training.

Don’t put words in my mouth, though. You shouldn’t go buy the house, and the car, and put the kids in private school, and live in a high cost of living area …. If you do this, you won’t achieve your financial goals early in your career. Or maybe ever.

It’s just not going to happen. But you can make one or two (lesser) mistakes called “living life.”  Trust me… it’ll be okay.

4) What do you mean investing while you are going into debt at 7% interest is bad?


Speaking of debt, you should make a plan to get rid of yours.

When I was in my first and second year of medical school I stayed a couple of times with some friends who were “good with money.”  They encouraged me to get into the stock market and to invest.

The only problem was that I was accruing 6.8% interest on all of my student loans, which would end up totaling $100,000 at the end of medical school and balloon to $150,000 by the end of fellowship five years later.  This doesn’t include the extra $40,000 my wife had from grad school.

Let’s be blunt about this.  Investing while you have that kind of interest on your debt is stupid.    What I should have been doing is limiting my debt during medical school.

Apparently, I lacked both common sense and time.  Or maybe I lacked the math skills.  Either way, this was a fundamental mistake.

I ended up selling all of this via short term capital gains taxes (i.e. regular income tax).  If I had held it for a year I could have at least sold the gains at the long-term capital gains tax rate.  Oh, and when I did sell it, I am pretty sure I used it to take a vacation…. instead of putting the money towards my debt.

5) I didn’t save a dime in residency.

You read that right. I didn’t save a dime in residency. Unfortunately, no one taught me why that it was important to invest money in residency (or that it could be done).

It’s one of the biggest reasons I created this website: To teach those coming behind me the topics that our medical schools and residencies have been historically too afraid to teach.  It is time for attending academic physicians to step up to the plate.

That said, I didn’t save a lick in residency, and I am still going to be just fine.  If I stick to our current plan, I’ll be able to retire in my early to mid 40s despite not saving anything before the age of 31. We increased our net worth $250,000 in one year, and have paid off $200,000 in student loans in 19 months.

Take Home Point!

The point of all of this is to simply say that despite all of my mistakes (and these are just five of them, I have many more), I am well on my way to achieving all of my financial goals.

I hope that this post makes you wise up, but also helps you realize that if you have made some financial mistakes, it is not the end of the world!  You’re likely gonna make it.

Share some funny (or not so funny) financial mistakes you have made along the way. Are you still going to make your goals?  How much did it cost you? What would you tell yourself if you could go back in time?



  1. Millionaire Doc

    I was pretty frugal in residency, but I had my share of having fun as a single guy living in LA. With all my savings from residency, I blew it all on an engagement ring and the wedding a year later. Does that count as an “investment”?

    • ThePhysicianPhilosopher

      Actually, I was given good advice when I got married from one of my best friend’s dad. He said there are three things that lead to divorce faster than pretty much any other. That’s in having different expectations in the bedroom, the bank account, or in raising your children.

      I have a post coming up about this, MD… but by far and away the best investment I ever made was in my marriage. My wife is what makes our family work. I’d never fault you for investing in that as long as you didn’t marry someone that doesn’t have the same financial goals as you. That said, it sounds like it is working out for you thus far!

  2. Peerless Money Mentor

    Great read, Physician Philosopher! Some of my mistakes are well documented in my post titled From Broke Phi Broke to Financially Woke. Buying a car I could not afford was one of my mistakes. I have five car payments left!

    • ThePhysicianPhilosopher

      I just read through it! Great post. I love the 2Pac quote at the end of it, too. Credit cards and car payments will get you quick! I am hoping to stay out of Broke Phi Broke!

      You need to do something nice for yourself when those payments are gone! (Not nice as in buy something expensive, but you should do something). Every step counts! Keep up the strong work.

      • Peerless Money Mentor

        Thanks for reading my article, Physician Philosopher! Yes, please avoid Broke Phi Broke at all cost lol

        Thanks, I’ll have to come up with some type of celebration!

  3. Older, wiser doc.

    I’m not sure this is a failure, but it was a huge financial hit. I put off having children too late in my career and ended up emptying my 401K to 10 years of infertility treatments. I have 2 wonderful children who are the joy of my life. I have, however had to work full time all their life long to recover and make our family secure for the future.
    Moral: plan your whole life, not just your professional and financial life.

    • ThePhysicianPhilosopher

      That’s good advice.

      In the end, I always preach that money isn’t the end all be all. It sounds like you made an investment in your family that has paid off. Maybe it could have been financed differently, but I bet you wouldn’t trade those kids for the world.

  4. The Family Escapes

    Great article!

    Quite a while ago I wanted to buy a motorbike. I didn’t have too much money, so I found a used one on a second hand magazine.

    I went to see it, but then rationality kicked it and I decided it wasn’t worth spending all that money on a motorbike. So I said ‘No thanks’ and left.

    On the way home, I happened to walk past a motorbike dealership. I saw a motorbike in the window: exactly the same model I was about to buy used, except it was brand new. I walked in, looked at it… and ended up buying it (for double the price, obviously!)

    TL;DR: Tried to be rational, ended up spending double

    • ThePhysicianPhilosopher

      We all have our financial mistakes! The important part is realizing them, correcting them (if necessary), and moving on the the next financial decision. We can all make some financial mistakes and make it out just fine. It just cannot become a lifestyle of financial mistakes. That’s when it really hurts.

      Thanks for stopping by,


  5. Eric @ Flip N' Finances

    Thank you for the courage to share what money mistakes you have made! I believe the finance community would learn much more if everyone actually shared their mistakes in addition to their successes. Mistakes almost always precede mistakes anyway.

    It takes gumption to share your mistakes with strangers in order to help them 🙂

    • ThePhysicianPhilosopher

      Thanks, Eric. I appreciate that.

      I am one of those strange people who think that honesty really still is the best policy. I can’t help people if they don’t know what advantages I’ve had, mistakes I’ve made, and where I am coming from.

      It takes all of us a different amount of time to get on the right path, but its just as important to know that you can fall off of that path sometimes before you find it again.




  1. Investing Money in Residency: Resident Series | Iwantings|Article, media, sports, TV, conversations &more - […] sweat it.  Yes, we are behind the eight-ball, but we can still make it to our financial goals despite…
  2. 10 Docs, 10 Questions, 10 Months: The Physician Philosopher - Welcome To Life Of FI MD - […] Financial Mistakes: It (mis)takes one to know one […]

Submit a Comment

Your email address will not be published. Required fields are marked *

You might also be interested in…

Budgeting That You Won’t Hate: Backwards Budgeting

Budgeting That You Won’t Hate: Backwards Budgeting

Let’s be real. Most of us hate budgeting. I know that I do. That said, I am a big believer that unintentional plans lead to lots of people ending up broke. What if I told you that there is a way to budget that you won’t hate, and it will accomplish all of your goals automatically? Too good to be true? Read on to find out…

Tips for Moonlighting in Residency: Making Extra Cash

Tips for Moonlighting in Residency: Making Extra Cash

As a PGY-4 in my anesthesiology residency, I easily doubled my salary by moonlighting in residency. Many opportunities exist for moonlighting, and the pay usually ranges from $60/hour to $150/hour depending on the nature of the call.  Today, let's hammer out the...

Time is money, but money can’t buy time

Time is money, but money can’t buy time

Please, tell me I am not the only one who thinks like this?  My monetary mindset currently revolves around our biggest (current) financial goal: Paying off our student loans. I hope that some day I can truly learn that Time is Money and that money is a means to an end. It’s not an end in itself.

Are you ready to live a life you love?