How to Live and Work Overseas Freelancing on the Web

Jobs as a Digital Nomad Extend Your Travels

By Nora Dunn

How would you like a hammock for an office? Location independent living and working is an option.

Many people dream of a life working abroad, with scarcely a care in the world besides finding an Internet connection. Visions are conjured of lounging on exotic beaches with a frozen drink with a pink umbrella in it in one hand, and a laptop in the other.

That life is not as hard to achieve as it might seem at first blush. Since 2007, I have traveled the world as a freelancer, needing nothing more than an Internet connection to pave the way. I do not fuss with work visas and the associated mind-numbing red tape and cost; a tourist visa suffices since my income is earned “offshore” and I am generally considered a benefit to local economies by bringing in outside money and spending it.

Contrary to popular opinion, you do not have to be a Web designer or programmer to make money online. Just about anybody can freelance on the Web with some research, ingenuity, and tenacity. Here are some tips to make your own transition abroad a little easier.

Finding Your Own Location Independent Career as a Digital Nomad

Reading The 4-Hour Workweek by Tim Ferriss is a great way to get the creative juices flowing to refocus your life and achieve your dream of living abroad. Take notes as you read, because while you learn of ways to start and run Internet businesses and manage them from abroad, you are sure to come up with a few ideas of your own. You will also learn about practical techniques for freelancing abroad, such as outsourcing (which we will get to shortly).

A fellow with a background in law recently contacted me, lamenting that he would love to live abroad, but does not know how to manage a legal practice without maintaining a physical presence. Together we brainstormed and came up with a number of ideas to utilize his area of expertise online, from paid subscription newsletters, to legal coaching, and even writing e-books and managing affiliate sales.

Research: Research is your first key to learning where your skills will fit into the online world. Learning the art of surfing for opportunities will be your first step in navigating the Web and learning how to become involved.

Subscribe to newsletters and join forums in your general area of interest or expertise. When I started out as a writer, I could barely define “html” much less determine my market or how to get paid. By surfing and subscribing to informational newsletters, I slowly learned the language of Internet freelancing, became aware of publishers looking for content, and discovered how to write queries and structure article submissions. My first byline came as a result of one of these newsletters tipping me off to an editor requesting new content for the city I lived in at the time.

Ingenuity: As with most businesses, a little ingenuity goes a long way. Finding a gap in what is currently being offered and filling that need is a great way to create a stream of income and even a small monopoly in your niche. Combined with Research, Ingenuity may be your ticket to a better income than you ever dreamed of. Without Research though, Ingenuity could simply be a good idea without a market or executable plan.

Tenacity: Once you have a plan, sticking with it will be the hardest—yet most crucial—step of the process. Be prepared to fall down a few times; simply pick yourself up and keep going, acknowledging each road bump as part of the journey up the learning curve. Some ventures will succeed, and others will flounder. The Internet is a constantly evolving entity—what worked yesterday may be old news today.

Technology is Your Friend

Susie runs a coaching business, and if you did not know any better, you would say she had an office with a view in a big city, a receptionist, dedicated assistant, and a stream of clients lining up out the door. And although Susie has streams of clients, none of them come to her door. She has neither an office, nor a desk for her receptionist or assistant. Instead, she utilizes technology to her benefit and runs her enterprise from the comfort of her home.

Susie has a toll free number for anybody in the world to call. When they do call, the automatic attendant prompts clients to direct their call to either Susie or her assistant who takes care of scheduling. When the phone rings on the assistant’s “desk,” the assistant will often answer—from the comfort of her own home eight hundred miles away, where she works part-time, freelancing for Susie as a virtual assistant.

Susie conducts client meetings using Internet tools like email, web conferencing, and Skype. No need to cut Susie a check for her services; she will send you an online invoice through Paypal which you can easily pay with your credit card, debit card, bank transfer, or your own Paypal account balance.

By utilizing technology to your benefit, you can run a very professional organization without letting on that you may really be sitting on a beach sipping pina coladas all the while.

Take Your Time

It took me one year of dedicated work (three to five hours/daily) to get to the point where my online freelancing income could pay for much more than a cup of coffee. Having started from scratch, the research process was laborious and absorbed a giant chunk of time. The good news was that I enjoyed every minute of it, so it was no hardship.

However, if you have already quit your job and are boarding that airplane imminently, plan to live off some reserves for the initial set-up period. How quickly you will become solvent depends largely on your area of expertise and existing knowledge of how to translate it into a stream of online income.

Supplementary Income

Not only might you need some reserves to cover your expenses while you kick-start your freelancing business, but even once you are producing income you may or may not be able to support yourself entirely. Much of this depends on where in the world you are, and how lavishly you choose to live.

Many parts of Southeast Asia are popular for those living abroad and Internet freelancing. The cost of living is minimal, and the Internet is widely available in most urban areas. Living abroad in Europe or North America may be more of a challenge with a considerably higher cost of living. Combine this with a nagging desire to spend and accumulate like everybody else, and I found that living in Western countries is most challenging to keep expenditures down and in line with my “Professional Hobo” lifestyle.

Southeast Asia is a popular place to set up shop as a digital nomad to enjoy a low cost of living in lovely settings.

I tend supplement my online income by volunteering in trade for accommodations (this is called Caretaking). In so doing, my online freelancing income need only support incidental expenses such as food, transportation, and recreation. And as such, I can proudly say I am a solvent (albeit frugal) Web Freelancer.

Traveling with a Partner?

If you are venturing abroad with a partner, friend, or family member, you will face a few new challenges. Can they freelance abroad too? How about arranging with their boss to work remotely? Or do they have skills that are in demand in the place you wish to live such that obtaining a work visa would be suitable? And will they feel secure living on a variable online income? You must have these conversations (and many more) with your travel partner to ensure you are both on the same page–before you leave and discover any attitude differences the hard way.

Freelancing: Multi-Tasking at its Best

The concept of freelancing is interesting: You work for yourself, yet you answer to multiple bosses. You choose your work opportunities (sometimes they choose you), and although you have the ultimate ability to control your working conditions, there will be times when you are juggling four simultaneous projects, all with looming deadlines and clients/bosses who are less than pleasurable to deal with.

Freelancing is an art, for which you need to maintain organization, consistently keep promises, follow up on leads, and produce top-quality results for your clients. Although the Internet may initially appear to be a cavernous world looming in front of you, it is not as big as you may think. A tarnished reputation can be viral in the online community, and the adage that “any publicity is good publicity” does not always fly.

As an Internet freelancer in any industry, satisfying clients is not your only job. Here are some of the constant tasks that will be on your list:

• Online marketing
• Website design, development, and maintenance
• Networking and following up with clients
• Reading industry newsletters
• Researching to stay on top of changing trends
• SEO (search engine optimization) tasks and techniques
• Social media consulting
• Providing and refining your specialized service

You Cannot Speak Internet? Outsource!

I dabble in photography, as well as writing. And although I have a few photos for sale on stock photography websites, I do not generally have the time or Photoshop expertise to submit photos on a regular basis. So what do I do? I outsource!

Inspired by The 4-Hour Workweek, I send my virtual assistant photos, and she post-processes them and uploads them to my stock websites. As such I do what I do best—take interesting photographs. She takes care of the rest (which would take me too long to do on my own), and I enjoy a passive stream of income from the sale of my photos as a result.

If the Internet is a foreign and scary entity for you, you may not have to jump in with both feet and learn to speak in Internet codes to be a successful online freelancer. Identify your strengths and capitalize on those, while you outsource the rest to somebody else who can do the job in a fraction of the time—and ultimately, a fraction of the cost.

With an internet connection, I can freelance from anywhere in the world. Photo by Nora Dunn.

The Power of Your Words

Because you live abroad and your clients could be thousands of miles away, your main mode of communication will be the written word. Without the ability to read body language or hear vocal lilts, you must religiously adhere to the code of internet communication: Do not send an email when you are angry, proof read everything, and don’t convey double entendres or mixed messages–they will surely be taken the wrong way. Be explicit and concise, and your words will do your work for you.

Balancing Work and Play on the Road

The biggest challenge to anybody who lives abroad and freelances on the Internet is simply how to create a good work/life balance. I have been so absorbed in my work at times that I have wondered why I was even abroad at all—I never saw the outside of my room. Other times have seen me traveling to my heart’s content; only to pause, become completely overwhelmed with my inbox and the associated work involved, and wonder if the time off was even worth it.

Creating a balance between work and play is an art form that applies to all of us, whether or not we live abroad. But when you live on the road, call the shots with your business, and have a wealth of opportunities, putting an emphasis on balance is of the utmost importance.

Achieve that balance, and you can truly enjoy the best of everything: Traveling the world, living abroad, and writing your own paychecks by freelancing on the Web.

Nora Dunn is The Professional Hobo: a woman who sold everything she owned (including a busy financial planning practice in Canada) in 2006 to embrace her dreams of full-time travel which has taken her to over 60 countries. Nora is a professional speaker, podcaster, and the author of "How to Get Free Accommodation Around The World" and "Tales of Trains, Where The Journey is The Destination."