In 2009 I got rid of everything I owned that wouldn’t fit into a carry-on bag, scaled my business so I could run it from the road, and started up a blog
In the six years since then, I’ve also lived in New Zealand, Thailand, Iceland, India, Romania, and Czech Republic.
I visited the 48 contiguous US states twice, road-tripped through South America, rode the rails through Southeast Asia, and visited about 30 other countries alongside my longer-term homesteading adventures…
We could finally see our way clear to living our dream of long-term travel. Having sold our business and with two sons out the door, one entering his last year of high school and the youngest going into grade six, it all seemed possible.
To others, it may have made more sense to wait, at least a year, but we planned and went. We bet on the present over the future and, as you’ll see, we won.
Somehow along this crazy traveling adventure of mine, my life became so scattered that I forgot some of my principles.
I forgot some of my strongest beliefs and I definitely forgot about staying true to myself.
I was trying to live up to one image one day and another image the next, never even knowing myself which Earl, or Derek, should show up or would show up, when all along I should have just been the one and only ‘me’…
I actually tried for an internal job transfer. Several times. I tried for nearly 9 months to remain on my predestined career path; I just wanted to do it elsewhere.
I tried and tried, but due to circumstances outside of my control, as close as I got (and trust me, I got very close), it just didn’t work out for me.
After wanting it for so long and trying so hard, to ultimately fail was a straw too many. I was promised more opportunities “next year.” But who knew what “next year” would be like. That’s when I knew it was time to quit…
I spend anywhere from four to seven months out of every 12 on the road, including both far-flung international trips and closer-to-home jaunts around the United States (more common than the former these days).
Scotland was my first love, and it’s still one of my favorite places on the planet.
I’d move back there in a heartbeat if, you know, the sun ever actually came out to say hi…
In 2008 I set out to travel through South America. A few months later I found myself grazing through Southeast Asia. Money soon ran out, so I caught a flight from Manila to Bangkok and signed a contract to teach English for a year.
English teaching was not for me. But during that year, I set a goal that I would never teach again, and that I would find a way to make a living online, so I could travel and earn money at the same time.
It wasn’t easy. it took about 3 years before I really started making enough to live off…