Entrepreneurs Talk About the Jetsetting Side of their Businesses


As global markets emerge and companies expand, more and more entrepreneurs conduct business at an international level. For some, jumping on a plane to a foreign country is simply a job perk but for others their career is wholly dependent on traveling.

Air Charter Service recently reached out to three traveling entrepreneurs to get some insider insights into the experiences that come with a location-independent career. There are three inspiring lessons on business travel to be learned from the interview.

Quitting one’s day job for a travel-related career isn’t always a bad move

While switching from a stable desk job to making a living on the road looks good on paper, it’s even better once you start doing it. Be advised, however, that jumpstarting a travel-related career is no doddle. It takes hard work and dedication but can be  financially rewarding.

John Lee Dumas, founder and host of business Podcast EOFire, used to be a commercial real estate agent before he ventured into motivational podcasting for businesses. It took Mike Michalowicz a couple of beers before he realised that he was unhappy at his job. By his 35th birthday, he’d founded and sold two multi-million dollar companies. He is currently helming his third business.

Colin Wright, author and international speaker at Exile Lifestyle, worked as a graphic designer for a magazine but his boss kept shooting down his ideas. He subsequently decided to quit his job to start his own magazine. So successful have these entrepreneurs been that they now travel between once every two weeks.

It doesn’t take expensive equipment or gadgets to make a success of your business

While the latest tech can make your working environment a lot easier when you log a lot of miles during work, you really don’t need them. Unlike traditional start-ups where you need office space, telephone systems and fax machines, the life of a traveling entrepreneur requires minimal equipment.

John says he only takes his iPod, Kindle, and noise-canceling headphones with him, while Colin packs his laptop, smartphone and notebook. Mike proves that entrepreneurs do not need to break the bank to stay productive – he uses a $250 laptop and portable ergonomic keyboard when he is working.

There will be challenges on the road

Business travel, unlike holiday trips, seems like one of those experiences that has one pro and several cons every time someone talks about it. Mike reveals that flight delays are his business’ biggest obstacle is delays. “If a flight is delayed, I may have to delay or move a speech, which may cause problems with the next flight and the next speech, “ he says. For Colin, being stuck without internet access can be a headache sometimes as they can bring about tighter deadlines.


Business travel does has its “wow” moments

There are times when a hypermobile career lives up to that image that some people envision as a life of glamor. Travel, after all, “opens up a world of new experiences, cultures, skills and languages, that can have a powerful effect on how you conduct your business practises,”. John spent four months in India and the experience really exposed him to the rich diversity of the world. While in the Philippines, Colin came to realise after regular power failures that a physical disconnection from the outside world can sometimes even be more enriching than staying plugged into the online world.

Tips from our traveling entrepreneurs

And lastly, a few nuggets of wisdom from our entrepreneurs on how how startups can stay sane while pursuing their dreams across the global landscape.

Do everything you can to prepare ahead of time and be realistic about your schedule and timing” – John Lee Dumas

To overcome fatigue, I suggest working out consistently” – Mike Michalowicz

“Have a few little rituals or routines that you can perform anywhere, which will help you feel at home in a new place” – Colin Wright

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