Jordan Bishop

Who is Jordan Bishop? 

Jordan is a 23-year-old full-time traveler. Born and raised in Canada, Jordan runs his publication How I Travel (, which profiles the world’s most interesting travelers, from five to ten countries each year. Find him on Instagram (

How did you get started as a Digital Nomad?

I realized early that the world was so much more than a 40-hour work week. After finishing university, I left the comforts of Canada for Asia with the intention of learning how to start a mobile business. It didn’t happen overnight, but I read a lot and slowly figured out how to do things remotely. It’s my disdain for following rules that drives me to do more.

What is your favourite city to date?

It sounds cliche, but there are too many to choose from. In the past 12 months I’ve lived in Chiang Mai, Buenos Aires, and Medellin for at least a month each, and I love each of them dearly. In my mind, I have a general idea of the way certain cities make me feel (Guangzhou: industrial; Singapore: inspired; Chiang Mai: humbled; Bali: introspective; etc.), so I like to choose my city by the trends in my mood. If I need to do some high-quality writing for my personal blog (, somewhere more quiet fits; if I need to be “hustling”, an urban centre is more fitting.

What would you tell someone who wants to be a Digital Nomad but doesn’t have a skill like programming?

First, skills are easier to learn than you think. I taught myself to code, and while I’m not an expert, I can do enough to build my own sites and make beautiful things like How I Travel ( The only reason we believe skills are difficult to learn is because it’s in our human nature to exaggerate the difficulty of doing something after we’ve done it to make ourselves appear more accomplished.

Second, there are so many things you can do to work remotely. If you can’t see clearly what you could do, look inward at your own skills and interests. The only required skill is mental persistence; your business will not flourish overnight, and those that believe it will are the other 9 in the oft-quoted “1 in 10 businesses succeed” statistic.

If you could give one piece of advice to an aspiring Digital Nomad, what would it be?

Go. Don’t think, just go. Once you get a taste of another culture, of the way of life somewhere else in the world, of the people who can’t speak your language but still understand you, you’ll never go back. There’s a reason that digital nomads never return to the “real world”.

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