Jeddy and I have talked a few times over the past years about what it would be like to work and travel from the road. We’ve been fortunate enough to travel a lot over the past few years – usually to Asia (Philippines, Thailand, Japan) and we love it. We both caught the infamous travel bug a few years ago and have had some amazing adventures living/working/travelling together. Running our own business while we explored the world provided us with the flexibility we needed (schedule-wise) to do so, however it presented a whole slew of new challenges for us to overcome.

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1. Wifi? More like ‘why-you-need-wifi-at-the-beach?’
Being a web-based business, the internet is our life blood. Without it we can’t function. Emails go unanswered, site management doesn’t happen and we might as well be dead to the world. Clients end up very unhappy and, well, ultimately our business suffers. Finding reliable internet was a challenge for us especially when we visited remote regions and towns. Let’s just say high speed wifi at a remote village in the Philippines is the equivalent to hamster-wheel dial-up here at home. Man, are we ever fortunate.

2. Time Management. Beach vs. Work.
The second biggest challenge was effectively managing our time. Until you’ve done it, you can’t understand just how hard it is to sit in front of your computer (and sometimes that meant in a dingy, dark ‘internet room’ and not by the beach) when it’s 35 degrees and GORGEOUS outside. Oh – and every other ‘tourist’ around you is swimming, tanning, shopping or chillin’ with a book in a hammock. There were more than a few times when this happened and it made me really, really bitter.

3. Time change. Not on your time.
Another thing we had to manage (and people often don’t think about this until they’ve landed) is time change. It’s not such a big deal when you’re in Mexico or Hawaii… like, 1 or 2 time zones away. You can get up a little earlier or a little later and still stay on top of things. When you’re on the OTHER SIDE OF THE GLOBE from your Clients, well, let’s just say things get a little tricky. Not only were we dealing with weird working hours, but we were working literally a full day ahead of our clients. Sure – that may seem like a blessing.. but there were many times when a deadline would be [nearly] missed due to confusion over dates and times. Sounds silly but it’s a real issue we had to consider and work around.

These are just a couple of the issues we had to manage while overseas. I’m sure it gets easier with time.. but doing this for a few weeks or months takes some serious workflow adjustment.

Our next adventure…

While we would love to go back to Japan, Thailand or the Philippines sometime in the near future, we also are entertaining the idea of living and working from the road in our 1972 boler. (Have you met Minty?) We would start off with something not too extreme. Maybe a few weeks or a month on the road travelling around and finding our road-work groove. We would need to outfit our boler with the appropriate tools and resources for running our business. Here in Canada it’s not too big of a deal as we have nation-wide internet and phone plans… and maybe we will do our ‘dry run’ within our own Country.

Our next travel bug dream is to travel around the USA and down to the southern states. I want to see the deep South… where they have amazing food, culture and say “y’all”. I have this internal obsession with small town America that I just want to fulfill… and I can’t imagine a cooler way than to pack up my husband, our business and dogs and hit the open road for a few months with Minty in tow. [see map]

Canada to New Orleans - Route Map

Of course – this is all a longterm goal as of right now. Maybe if we still don’t have kids by the time I’m 30-31 we can embark on this journey. We still have our [near] sights set on getting our home life organization and put back together… finding some stability and getting grounded, but part of being grounded and healthy is having dreams, aspirations and goals to work toward and one of these goals just happens to be ‘MERICA by boler.