The Jump


There comes a point in every entrepreneur’s life when they must jump.

This post is about that wonderful, terrifying, pants-shitting moment that we all must face when going out on our own.

It was June 15th and I had only 2 weeks until I would be completely on my own. 

I had known the date for about 90 days. I had set it as a goal and I had already told my employer, so it was official. It was happening, there was no way around it. I would be on my own without any income for the first time in my adult life. At the time, I was about 7 years into my career.

I had a little money saved up, but not much. Maybe enough to live for a month. I had some credit cards with maybe another month’s worth of living on them. I had no prior experience as an entrepreneur. No formal training in business or anything like that.

“No formal training in business or anything like that.”

There were no gigs lined up. No safe landing. 

The only thing I was confident of, was my skill. That, and my ability to change my habits. Something I’ve come to find out is possible for everyone. I used to think it was my super power.

The first thing I did was the numbers. Over and over I looked at what I had and what I was spending. I shaved everything down to the nub. I stopped going out drinking. Stopped going out to eat. I was on a mission. All I needed was time.

I got a roommate in my 2 bedroom house with one bathroom to reduce my expenses to the bone. 

I sold my bikes, my surfboards, my extra electronics and anything else I could find.

The only thing I purchased, was a top of the line computer.

My logic being that I needed good tools. I could get rid of shit, but I couldn’t work on shit. And since my employer owned my laptop, I had to buy a new one that was my own.

I didn’t read any books about business or how to start one. Whenever I did, it looked like a lot of work before you could even start doing anything for anyone.

“I didn’t read any books about business or how to start one…”


Once I calculated that I could live like this for about 60 days, I set to the work finding work.

NOTE: I never stopped the work of finding work. And neither will you. Even if you build products. You will learn this is the actual work of working for yourself. Finding work for yourself people will pay for. AKA, sales. 

I did what anyone would do in my situation. I called the people I knew who were already business owners. I reasoned that they were small businesses, so likely they would need some help and would be more willing to take a chance on a one-man band than an established company.

At this point, I didn’t really have an “idea” per se.

I mean, I knew that I wanted to work in technology and I knew I liked e-commerce, but I didn’t really know in what capacity I wanted to help.

So, that’s my story.

That’s how I jumped.

Eventually (about 30 days in), I got my first gig. Hourly projects for local small software companies helping them with tech problems. Somehow (5 years later), it’s become real businesses, employees, etc…

So… What’s stopping you? 




I could sit here and tell you that you need to address each of these, but you know that. And honestly, the problem is that you can address them until the cows come home and there will NEVER be a right time!

“there will NEVER be a right time”




Do you want to be wishing you had for the rest of your life?






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