Confessions Of A Seven-Figure Failure

Seven-Figure Failure

Basketball Dreams

I had one dream throughout childhood (It certainly wasn’t to be a seven-figure failure!).

To play basketball.  Now before you start to criticize me for my grandiosity, the goal was more simple.  I had no plans of playing in the NBA, or even college for that matter.  I had one simple goal-make my high school basketball team.

Easy you say, right?  Well the team was super competitive and most of my classmates had at least a half a foot on me.  I was new to the school system and had few friends.  I envisioned the team as my entrance into this new community.  I could belong.

My dreams started before the school year even began.  Every day I was at the court.  For hours.  Shooting from almost every position.  Doing dribbling drills.  Jumping into pick-up games.  By the time school started, I figured that my chances were pretty good.

Tryouts lasted three days.  I shone brightly the first, but then choked horribly the next two.  I still remember the last day so clearly.  Sitting among the group of kids who wasn’t going to make it.  Somewhere I knew that my chance to fit in, form a community, was slipping through my fingers.

The coach gathered us around, talked in quiet tones, and thanked us for coming.  We wouldn’t be making the team this year.

Seven Figure Failure

I’m sure you are imagining that I am now going to tell you about how I worked even harder and made the team the next year.  I didn’t.  In fact this was one of the many gigantic failures of my childhood.  Being an adult hasn’t been easier.  There are so many.

  • I grew up with a learning disability and was stuck drawing in a coloring book while the rest of my friends were learning how to read.
  • I struck out with almost every girl I wanted to date in high school and most of college.
  • I stayed at my first medical job for less than three months.
  • I took large losses during the tech boom and bust of the early two thousands
  • I started a number of businesses including an online medical counseling web site that never lifted off the ground
  • I wrote a blog for years about the practice of medicine that was mediocre at best.

Yet as I sit here typing away, my net worth is well into the seven figures, I am happily married, and I run a successful medical practice.

How is this possible? How can I have fallen down so much and still be a seven-figure failure?

Seven-Figure Failure

The Key To Success

The one saving grace to all this failure, it didn’t stop me.  After falling down so often, I jumped back up, dusted myself off, and started again.  I feel safe in saying that I failed 2-3X as much as my friends.  But I also jumped into ten times as many ventures.

As my list of failures grew ever longer, so did my smaller list of accomplishments.  The knowledge I accrued during all these false starts multiplied.

One of the best pieces of advice I ever got: Throw everything up against the wall and see what sticks.

My concierge medical practice was my third iteration.  I started with an academic hospital owned medical group.  Then I graduated to a partnership with another doctor.  But the model that worked, that really worked, was my concierge medical practice.

I own and ran several business.  I originally sold baseball cards as a kid.  Then it was art work.  Finally, real estate stuck.

I put myself out there as a teenager and asked many girls out.  They turned me down one by one.  But eventually one said yes.  The important one.  And now we are married and have two kids.

Don’t Be Afraid To Fail

You too can be a seven-figure failure.

Just keep trying and eventually something will stick.

Have you ever failed at anything?  What did you learn?



Doc G

A doctor who discovered the FI community but still struggling with RE.

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12 Responses

  1. Hustle Hawk says:

    Have failed at many things but I think that to keep trying new things out until something sticks is a really good approach.

    Would you have got to where you are in life and been as successful as you are WITHOUT the failures (and successes) that shaped you along the way?

  2. Caroline says:

    I have failed at many things and went on to be successful at a lot more;)
    “There is only one thing that makes a dream impossible to achieve: the fear of failure.” – Paulo Coelho

  3. I’ve failed in several endeavors in my life. You let it define you or motivate you. In high school, I was denied entry to an exclusive service club. So I said F’ it and started my own club.

  4. Ms ZiYou says:

    Hey Doc yes, I fail a lot. But nowadays I know I’ll fail say half the time, and I’ve normalised failure as part of the growth process.

  5. Doc G says:

    Half the time? Not bad. I fail a lot more than that.

  6. Terrific post. I was chuckling while reading, remembering some of my many failures. In law school (late 80s), I used all of my college graduation money (over $3000, a lot of money in those days) to buy a spankin’ new Mac Plus computer, so that I could start a resume business.

    Over three years I had (count ‘em) FIVE total clients (who collectively paid me less than $500), and my $3000 computer was worth nothing.

    The lessons I learned while failing in that business have served me repeatedly in my law practice. I would not have succeeded without that early failure.

    Great post!

    • Doc G says:

      The resume story is great and exactly the kind of experience I’m talking about. I often say to my children:

      “May you fail often!”

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