My Journey As A Serial Entrepreneur

Fulfillment Wins

My Journey As A Serial Entrepreneur

  "I can remember making two significant decisions early in my life."

First, I decided I was going to be an entrepreneur and own my own company – GOOD DECISION. 

My farther and grandfather were entrepreneurs and both of them owned their own companies. Growing up, it was all I ever saw and knew.

Second, I decided that I was going to make $10 million dollars and retire by the age of 40 BAD DECISION. 

It didn't matter what I did or how I did it, only that THAT was the outcome.

  "Fast forward a decade or so and, at 18 years old, I was off to West Point."

Yes, the United States Military Academy.

Now if you know me, you know I am the LAST person you would ever guess went there. A California kid from a non-military family with no interest in the Army would surely get eaten alive at an institution that produced Generals Patton, MacArthur and Eisenhower, just to name a few. 

But it WAS along the “fast track to retirement”.

So, I went, I graduated and I spent 4 miserable years as a combat engineer officer at Ft. Stewart, Georgia.
Graciously, time passed. It was an easy to decision to leave and get back to my dream of chasing money at all cost. 

That found me taking a job as a consultant at a company called KPA, a tiny compliance consulting firm in the automotive industry…boring!

As a West Point graduate, I had my pick of 50 jobs, but this one was special. The company had 200 overdue accounts and the owner would pay me handsomely to bring the accounts current.  

It was 1990 and that was the first year I made $100,000.

It was a cashfest and I was hooked! The next year, $125,000, then $150,000. 

"Then…I quit! Well, I tried to anyway."

Entrepreneurs can make MILLIONS, not just a measly $100,000 - $150,000 a year. I’ll never retire by 40 at this rate and why should this guy make all of the money? 

Turns out “this guy”, Kip, ended up being my closest friend, and even crazier, I really did enjoy the work.
Just as I was ready to quit he told me about his plan to take the company national. He offered me half of the new company, a chance to lead the national launch and his checkbook to do it. 

The rest is history.

"20+ offices, 100+ employees and 5,000+ clients later we sold KPA.
At age 39, I retired."

No wife and kids, no friends, no “Plan B”…just money. I thought people who said “money can’t buy you happiness” only said it because they were broke. 

Turns out I was wrong. 

I remember spending my 40th birthday in a Las Vegas hospital emergency room after doing something which could only be labelled a desperate cry for help.

Something had to change…I needed a new direction, to find my purpose.

For the next 5 years I sat on the Board of KPA (I remained the 3rd largest shareholder) and watched two billionaires build the company organically and buy “tuck in acquisitions”. 

These guys were serious businessmen and they weren’t doing it just for the money. 

Huh? Is that even possible? Be wealthy and still want to build a business?

"Then, in 2009 I made what again sounded like a crazy decision.
I went back to college to get my MBA."

This time I was doing it for ME, not the money. I wanted back in the game.

I worked harder than I ever have in my life at the Rady School of Management and helped everybody I could. Yes, I did end up class valedictorian, but it wasn’t just because I had the highest GPA. I was voted that by my classmates because I had helped so many of them make progress in their entrepreneurial journey.

"For that reason, it remains one of the greatest accomplishments of my life."

Helping people can feel good, not just make you money?  What?!
So I joined Tech Coast Angels, the world’s largest angel investing organization where I could help more entrepreneurs. I also started my own digital marketing firm where I could help entrepreneurs harness the power of the emerging digital marketing world. 

In 2014, after a quarter century run, KPA was sold to a private equity firm and that journey had officially come to an end.

Something miraculous happened next. I met Lori, the love of my life. 

We got married in 2016 and have two beautiful stepdaughters. We split our time between a beach house in Florida and an amazing cabin in Northwest Montana. 

The guy who only cared about "chasing the money" found something MUCH better…trust me.

In 2018 I sold my digital marketing firm and went “all in” on the two things that I enjoy the most. I love building 8-figure companies (and fast!) and I love helping my entrepreneur friends do the same.

Yes, I like to make money. Yes, I like to help my entrepreneur friends make money too.

But, above all else, I now know that the best things in life are the ones you can’t buy…and I am NEVER retiring again.

Terry's Ventures

Amaconda Holdings

Founder and Managing Partner
WeGo Doggo

WeGo Doggo

Founder  and CEO

Fulfillionaire Ventures

Founder and Managing Partner

8 Figure Plus exits

KPA Online

Ex-CEO and Co-Founder

TK Carsites

Partner and Board Member

Hotlink HR

Partner and Board Member