Ten Critical Points to Consider Before Heading Off as a Remote Working Global Nomad

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working-remotelyAre you thinking about packing up and working remotely from an overseas location? Do you long to have your office on the beach in the Caribbean or perhaps on a hillside in the Swiss Alps?

Having spent a good portion of the past eighteen years working remotely and internationally in places like Papua New Guinea, Samoa, Tortola and Puerto Rico, I wholeheartedly support the pursuit of the remote worker dream.

With the advent of remarkable workspaces like Piloto 151 and emerging platforms like Teleport , there really is no reason (for most of us!) to report to the same work office every day.

However, if you have not lived internationally or worked from overseas before, I thought that I would provide you with some details that you might want to think about.

Ten Critical Tips for Working Remotely

1. Are you ready for challenges that come with living in a foreign country
Living some place is much different than just visiting for a week on a yearly vacation. This might sound completely obvious and like common sense, but during my time overseas I’ve seen many folks pack up all of their personal belongings and move 5000 miles away from home only to arrive at a destination and realize a week later that they can’t stand living there.

If you can afford to do so, a pre-move visit is always encouraged and could help you to avoid a potentially costly mistake.

2. Moving is stressful.
Relocating to another city within your own country is difficult enough. In fact, stress wise, moving typically ranks as one of the most difficult life changes an individual (or family) can make. When you decide to become a global nomad and move overseas you can multiply the stress factor on a scale of magnitudes—language barriers, new customs, and etc.

Part of the allure of living overseas can be the challenges that one might expect to face. However, you need to really consider if you are ready for the language difficulties, cultural barriers, and bureaucratic red tape that can that can be associated with an overseas move.

3. Are you ready to be away from family and friends (support network)
Working remotely seems glamorous. Certainly tools like Skype, Google+, and Facebook make it easy to keep in touch on an almost daily basis. But, homesickness and being away from family and friends around holidays and special occasions, and during serious illness, can quickly tarnish beachside living or skiing every morning.

Before packing your bags check to see if there is an existing expat or remote worker community to help act as your surrogate support network.

4. What are the immigration policies at your desired destination?
Many countries require you to show proof of an onward ticket before they will even allow you to enter. You need to find out:

  • How long can you legally reside in the country you wish to work from? (Is it thirty days, three months or one year?)
  • If you need to renew your immigration status is it as easy as crossing the border for twenty-four hours and coming back in again? Or, do you have to go back to your home of record?
  • Are there any passport stamp fees associated with an extended stay?

I have a good friend who overstayed his visa in one of the countries where I was working and he wound up spending eight months in the local prison. (Hint: Watch the movie Midnight Express to get an idea of what you might be in for if you decide to overstay your welcome.)

5. Can you legally run a business or work online at your chosen destination
Will you be required to get a work permit if you want to work remotely? Even if you are running an Internet based business, some countries do not want you working within their borders. Other countries will make you fully disclose the type of work you’ll be doing or the business you will be running and may require you to get a special work visa.

6. What will your tax status be?

Although you might not be working for a local company, you should check with the country’s treasury department to determine if you have to pay local taxes. Additionally, if you are a United States resident living outside of the states you will need to determine if you qualify for the Foreign Earned Income Exclusion.

7. Will you have access to medical coverage and medical care?
Nobody likes to think about a serious medical condition arising. If you’re heading overseas and currently have insurance you will need to find out if the hospitals and clinics in your new country of choice accept your policy. In the event that they don’t, try to find out if you can you get an international travel add-on from your existing insurer or purchase supplemental expat insurance.

Once you feel secure with your insurance situation, you might want to find out what medical care is care like at the destination you are heading to. Consider the following, do you have a particular medical condition that requires special treatment or medicine? Can you get the help you need at your new location? Additionally, discern if there are any serious health concerns such as malaria or typhoid and look into proper prophylaxis and immunizations.

8. How is the cost of living?
In your home city you might be so familiar with the prices for everyday goods that you don’t necessarily pay attention to the standard living costs.

For your new remote working location you may wish to research what can you expect to pay for every day essentials like rent, bread and eggs, a car, gas, and beer. Moreover, you might be accustomed to very low prices for water and electric utilities. Other costs to consider would be the price for mailing and shipping items.

9. Can you legally purchase property?
This question is for the hardcore, expat/remote worker, but if you are going to be in a country for any length of time it certainly is one worth considering for living or investment purposes. Although, it is important to remember three things:

  • Property ownership does not necessarily make you a resident.
  • In some cases countries will restrict the purchase of property by foreigners.
  • Always do your due diligence to check for clear title and hire local legal counsel.

For example, in the British Virgin Islands (BVI) the government requires that you apply for what’s called a, “Non-Belonger Landholding License.” The whole process can take well over a year, and even if you are successful at obtaining the license, you are not allowed to reside there while waiting for it. Once you do have it, you are only allowed to live in the BVI for six months out of the year.

If purchasing a home or property is part of your overseas remote working dream, then check the real estate laws carefully.

10. Everything else!
If you made it passed all of the items above then you can actually begin to think about your in-country work needs such as, living arrangement, office space, and internet access.

Final thought, before you head off and begin working remotely, do your research and you’ll make out just fine!

image credit: flickr.com John Roberts







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How are you getting to where you want to be?

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perfect-day Are you trying to get to place or destination in your life where you have the freedom to do whatever you like?

Someone much smarter than me (@joersorge) asked the other day, “What does your perfect day look like?” The following is what I came up with, and it’s not just my perfect one-off day it’s how I want to spend everyday!

5:00am Wake up early, drink a cup of good coffee and head out for a two-hour bike ride.

7:00am Write some blog posts, check in with Twitter, get in some reading for a couple of hours and drink a little more coffee.

10:00am Head out for a two-hour surf session followed by a great lunch.

1:00pm Work on projects for another two hours.

3:00pm Sneak out for another quick surf… :-)

4:00pm Put in a few more hours of work

6:00pm Go out for a half hour to hour run.

7:00pm Finish off the day with a fantastic dinner with my wife and friends.

While that looks like a darn good day (and I’m sure your day would be even more amazing!), I think another important question that needs asking is:

How are you going to get to where you want to be?

In your mind, I sure hope that you can see the vision of your perfect day, but in order to reach it, how are you going to get there?

  • Do you have a plan?
  • Are you setting goals?
  • Are you willing to put in the work?

I’m sort of in a transition/intimidating phase right now with selling my business and getting ready to launch what will be my biggest online project to date, so I’d really love to hear how you are planning to get to where you would like to be?

(Note: If you haven’t done so yet, don’t forget to download the FREE blog motivation pdf Possibility Engine and make sure you sign up to  get the email updates.)

image source: wolfgangfoto

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10 Undisputable reasons why you should write your resignation today!

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  1. You have been thinking about leaving your job persistently almost every day for six months to a year.
  2. You loathe working for other people in an office environment.
  3. You really have an inner desire or drive to be your own boss and start your own business.
  4. You are generally miserable and it is because of your job, or your job is affecting your personal relationships (even on the weekends).
  5. You requested a leave of absence for three months to take a career break, sabbatical, or mini-retirement and your company said NO even though you offered to take it without pay.
  6. You would like to travel and see the world.
  7. Every year when you come back from vacation you tell yourself I am going to leave my current job and do x,y, and z. Then a week later you are back into the same “treadmill-esque” routine.
  8. You would like to work from home or possibly telecommute.
  9. You have a strong feeling that there is more to life than just going to the same job for numerous years and working from 9 to 5.
  10. Everyday when you are at work (or even out of work) you are feeling claustrophobic or trapped.

**Bonus: You know the world is changing and you realize that we are in the middle of a revolution! At this point you don’t even have to  hand in the resignation but hang it in a place where it can motivate you to take action on your side hustle, small business, or networking activities.

Enter your email address:

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Why getting to the start is 50% of done

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Are you struggling to get your blogging or social media efforts started? My friend and Possibility Engine collaborator Joaquin likes to say, “Getting to the start is fifty percent of done” and I tend to agree.

blog-motivation(Download the Possibility Engine for free by clicking on the picture.)

When I did my first triathlon a couple of years ago, I can still remember walking the four hundred yards to get from the transition area to the starting line. With heart palpitating and butterflies a fluttering in my stomach, the short walk seemed to take  decades and felt as though I had cement shoes on.

I must have contemplated quitting and not starting at least a hundred times and kept wondering “Did I do enough bike training?,” “Can I run the distance?,” and worst of all “Am I going to drown?”

But I pushed the thoughts down and fought with myself internally as I kept walking forward, and eventually I came upon the starting line. Without really a moment to think or contemplate, the gun went off. We started. I survived.

Whether it’s blogging, social media, or even losing weight, I think that’s where most of us struggle…just getting to the start. If you don’t get to the start nothing is going to change.

(Note: This post is part of the ongoing Possibility Engine series and is a creative collaboration between Mark Hayward (@mark_hayward) and Joaquín R. Kierce (@jrkierce) with ebook design by Jonathan Woodward of Shine & Glue. We are hoping to inspire and motivate YOU to get your blogging and social media strategy going, so don’t miss one day, get the email updates.)

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