About Old Fashioned Mike

A short story long...

Old Fashioned Mike (OFM) started as a blog about my favorite cocktail establishments around the world that made great Old Fashioned cocktails.  If you don't know, it is made of fine Whiskey, a dash of bitters and a cube of sugar poured over a large ice cube...mouthwatering.  How did it become a podcast about entrepreneurship and reselling?  Here's my story.

Over a 30 year career I have done a bit of everything, I started as an insurance adjuster out of University and discovered that I hated it so I do what a lot of "lost" youth do, I went to business school.  In my case I moved to San Jose California (Silicon Valley) from Los Angeles.

While in school I was lucky to land a technology management role for a Silicon Valley semiconductor company, where I worked for about 6 years before the dot com bubble burst.  I was still employed but my job required more and more time out of my life while I picked up multiple jobs at my company as they laid off people around me.  I needed a change.​

At the same time I was renewing my car insurance with a friend of mine that moved from being an insurance adjuster to an independent insurance agent.  We got to talking about my career choice but I was addicted to the money and couldn't leave.  I remember him laughing about how much money I thought I was making when he informed me that he made double that for the past 10 years!

Fast-forward 6 months and I found myself selling insurance full time and within  5 years employing 25 agents and servicing 30,000 policies both in person and online sales.  I hated every minute of it.  I missed technology.

So I exited my first company successfully by selling my business to a large insurance carrier for a fairly tidy profit.

Pulling out my rolodex (well LinkedIn exactly) I searched for a new job.  Fortunately I kept my contacts up to date and landed a job in Boston less than a month later.  The job was definitely below my skills and experience but it paid well and it got me out of California's punitive tax environment.

I spent the next 5 years working for a very large online retailer managing their call center before moving to an energy supplier and eventually recruited by a private equity company to move to New York City to be the Chief Information Officer at a boutique events management company.  Two years passed before that company was bought and I was cashed out for exit #2!

​Suddenly unemployed I decided to go out on my own to build a software platform that would assist Information Technology departments in improving their business process.  Not much to say here that is interesting other than I was purchased by a large IT consulting company six months later for a small stake in their company and a seat on their board...exit #3.

It was fortunate that only a week later (kismet really) I was contacted by my prior boss at the events company to take on a role as Chief Technology Officer for the largest global events firm based out of London and within a week I was in an apartment in West London.  We purchased several companies during the next two years and I was able to finagle a move back to the US to relocate in Dallas Texas in the process.

Now to the MEAT of the story.

I was flying back from Dubai for a one-day meeting (you read that right) I was sipping a cocktail in business class when I started to feel pain in my upper back.  I assumed it was because I was on a 15 hour flight back to Dallas, apparently I was wrong.  Have you ever been in a plane when they have to make an emergency landing because someone has fallen ill on the plane?  I have!  But fortunately this time we didn't have to, we made it back to Dallas when I immediately went home and to bed.  The pain persisted so I got up and drove myself to the Emergency Room where I was informed that my heart was racing at 190 beats a minute (normal is 60-80).  I was in full A-Fib.

Apparently the 300,000 miles in the air each year eating hotel food and drinking a lot of Old Fashioned's caught up to me.  It was time for a change and this time for good.  I gave notice the next day and transitioned to full-time entrepreneurship six months later.

Since then, I have launched a software startup, which is still plugging along, and a fairly robust resale business.  Both of which I use to teach you how to do the same.

Welcome to my journey.


I decided to do this because entrepreneurship can be lonely and having someone going on the journey with me keeps me going.  I'd love to have you subscribe to updates from the network and make this a frequent destination.  I promise not to inundate you with email and will NEVER sell your information.  Of course you can unsubscribe at any time.  I will be giving freebies from time to time so try subscribing or following me on social media.  Links are in the header.