Remote Working Works for Freelancers
As a creative professional, constant inspiration is vital to career success. Sure, home and agency studios can be stimulating, but regardless of how cool the fitout is, it’s still the same environment.
It gets boring.
You’ll need a change, and relocating to a park or co-working space for a fresh outlook is a great idea. Checking out art galleries and city architecture during a lunch break is even better.
Traveling and working from the road? It’s the best of all. After remote working for three months, here’s the story so far — from the coast of Costa Rica.
Preparation
Preparing to work from the road is about more than ensuring you have enough leads and contacts to ensure you’ll be busy enough. More importantly, it’s about switching your back-office processes into autopilot so you can afford to be as hands-off as possible. Skellie’s popular web worker series references some excellent resources to make this happen, but a business support network of trusted professionals, such as accountants, book keepers and tax advisors will be even more critical to your remote working success. Without such expertise on hand, making the correct financial decisions abroad can be difficult.
Tools
Other travellers have often made jokes about my mobile ‘office’, which consists solely of a laptop and iPhone. Most of us require laptops to work remotely, unless using remote access to a home-based machine via such web tools as GoToMyPC. Obviously my laptop is the tool that I use to generate my income, but having an iPhone or other wifi-enabled smartphone on hand is invaluable for quickly checking email and other updates on the go. The ability to easily check in and know where business is at without unpacking a laptop is not only efficient, but it provides a meaningful activity for the countless times I find myself stuck in transit without time to set up my laptop.
A valuable backup tool is a large USB drive with Firefox Portable installed — super handy when I’m near computers and need to use the Internet but don’t have my ‘office’ with me. Using Firefox Portable means that all of my personal browsing information and cache is stored on the USB drive rather than the local memory of the computer I’m using, which makes using public computers far more secure. Furthermore, it means I can have my bookmarks and saved passwords with me at all times, which results in less time spent in front of the screen and more time enjoying local cultures.
Management
Without getting too involved in the numerous online applications I use to run my business remotely, it’s worth mentioning that project management (Basecamp), invoicing (Blinksale), email (Gmail) and Internet banking are the cornerstones of the operation. Aspiring remote workers can take comfort in knowing that similar tools are also the cornerstones of typical businesses. Whilst I’m working remotely, none of my management processes have changed in the slightest. It’s only my physical location that differs. Now that you realize this, what are you waiting for?
Finding inspiration
Now on to the fun stuff. After three months away from my familiar environment, I’m convinced that traveling is the best activity for idea generation and creative thinking. My travels thus far have taken me through Thailand, the USA, Mexico and now Costa Rica, and countless cities and towns have exposed me to cultures, art, design, sustainable living, experiences, people and architecture that, when combined, form a rich personal library of inspiration and ideas. Not only is this exceptionally valuable for those of us in the consulting services industry, but also for product development, journalism, international studies, and too many other fields to mention.
A Healthy Change
I’m twittering less. I’m sweeping through RSS feeds fortnightly instead of daily. Most emails now abide by the five.sentenc.es rule. I have more time. I’m creating more. My newly discovered low information diet is one of the best career moves I’ve made, and is now in place simply because there are too many other amazing things to do whilst traveling. My work time is more focused, more inspired, and strangely I find less distractions. I’m simply ‘getting it done’ without a need for following GTD rules or using a series of trays and files. I’m just doing it, and doing it better than I’ve done before.
Enjoyment
I’m writing this just before my second surf for the day, which will conclude with the sun dipping low into the Pacific and palm trees becoming silhouettes against a darkening sky. Dinner will be enjoyed with new friends, and will probably consist of a traditional Costa Rican dinner and local cerveza. Being away from the rush of the city life has given me time to stop and smell the roses, and damn, they smell good. I’ve got a better appreciation of the most important things in life, which is helping me to develop not only as a consultant, but as a person. Remote working has not only improved my work life but my personal life, and, obviously, I highly recommended it.
Take the plunge and join the mobile workforce. You won’t regret it.




Nice!
My step 1 is: 100% Freelance, followed by step 2: Remote Work
I looked at the online invoicing you mentioned. I assume you require clients to pay by credit card rather than check?
I have been traveling the world and freelancing for 2 years now. I have never regretted it. As long as I have access to internet fairly frequently, there is really nowhere I can’t go. Also, when the expenses of my old life (mortgage, car, gas, food, utilities, etc) all add up, I am actually seeing the world while spending LESS.
What’s up for this week? Backpacking in Northern Chile with a brief stint in Machu Picchu.
Make the move.
This is definitely one of the benefits I look forward to in this career
How I envy you!
I did rather like the five.sentenc.es rule and I’m downloading the low-information diet now. Triple my productivity, huh? I can’t wait to see what that’s about. Like Travis King, I’m still trying to get to step 1, but remote work is definitely the direction I’m heading.
That last paragraph sounded just amazing and really gives me something to look forward to. Thanks, Andy!
@Travis King: Yes, that’s right. I require credit card payment from clients in countries where I do not have bank accounts available for EFT. If you need a payment gateway, Freshbooks seems like a great solution – I know Collis is very fond of it. Good luck!
That’s awesome! What do you do that you travel so much?
Phew. With a wife and a baby on the way, this seems difficult (but aimable). My wife loves traveling and has been to North and East Africa, Spain, France, and lived in Ethiopia for 5 months. After our wedding, we spent a month in Honduras.
We both have a desire to do service work and we want to see the world together. Even with a kido coming this December, we are planning on moving to Korea for 6-12 months to teach English. I will no doubt take my clientelle with me!
It’s good to read about other livin the dream!
http://www.evanmade.com
Oh boy! I can barely manage to get out of the house! I need to practice this a bit more
Ha, it’s awesome to read this. I started my own freelance business this year and have been reading this blog regularly. I’m from… guess — San José, Costa Rica. I’m working from home to build up enough money to pay off my credit card which I maxed out last year backpacking through South America, then get a shiny new laptop and head out again.
That’s my goal. I’ve made the leap to freelance now I just have to do the remote part. Great article.
great story. But please let me know an example of
- Where do you usualy opt in for sleep (hotels, motels, hostles, coach surf)
- and how does it goes when a client ask for some project done “now”… do you stay in you romm for 2 days or what ?
- and also how is it dealing with taking out your credit card 6 times a day (food, hotel, food, activities, food, beer, food, travel…)
Thank for giving a bit more on your story.
I completely agree with traveling being an excellent source of inspiration. It is one of my sole sources. So much can come from reflecting on different cultures and practices. Also, leaving some information overload behind is good for the soul and creativity.
The best part of beginning a freelance career for me was the freedom to travel. I can work from anywhere as long as I have net access at least part of the time. Not only am I able to live abroad at the moment, but I can travel with my husband on business. I can work and explore at the same time. I’m currently gearing up for 2 weeks in Dublin next month. I personally love the moblie workforce! Thanks for the additional tips within your post!
@Andrew Randazzo: Web design, consulting and strategy. More at http://andyhoward.id.au/ . It’s a great job for remote working.
@Rene: Great questions, I’ve been asked similar things a number of times. I’ll respond to these in a post on managing the day-to-day requirements of remote working. Keep an eye out for it!
This is a great article. Good resources and also good inspiration to actually get out and travel.
My wife and I have been contemplating doing this for the past few weeks – it seems as though mobile working and/or mini-retirements are really taking off.
Thanks Andy! I may have to look at adding consulting and strategy
I`m a costarrican designer and I truly appreciate the good things you say about Costa Rica and foreign cultures. Im also agree about traveling, office can be sooooo boring sometimes, and its so ironic that having such a beatiful country, me and my partners are still stuck in 4 walls… A Freelance carreer seems like a great idea now, thanks.
Remote working made it possible for me to earn a living from the side of a volcano here in Guatemala. I`m originally from Canada, and though I haven`t travelled much in the past few years (hubby and kids!), I still appreciate the ability to earn in dollars and spend in quetzales and the fact that I can actually sit and write under a banana tree in my yard while the kids play!
Hi
Can I ask what remote work you were doing in Guatemala? I am moving from UK to Antigua next January and am considering job opportunities
Thanks
Lucy
once my kiddos grow up, I am seriously thinking of unloading this house and other worldly goods, and convincing my husb to get outta Dodge.
What I wouldn’t give to live my life like Carmen Sandiego…
I think another helpful article would be about budgeting while working remotely. Or maybe just discipline tips in general. “How Not to Go Broke When Working Remotely”
I’d love the opportunity to work from the beach, but I’m still knee-deep in debt. *cries*
What about retirement? Savings? How do you find an affordable place to live for three months with no “guaranteed” income?
How do you even get started?
My soon-to-be-husband and I are both freelancers. We recently moved to Costa Rica as well. I have to agree with all the points you made, especially the one about inspiration. And of course, I highly recommend remote working as well,
My wife and I have been in the planning stages since the start of 2008. In March of 2009 we leave for a year long trip through Mexico & Central America. I’ll be remote working throughout and have been doing tons of homework to make the excursion a success.
Glad to hear about someone else doing this… I think it’s something anyone who has the means and opportunity should embrace.
Cheers,
~ Justin Lake Whedon
http://www.justinwhedon.com
Thats the life I am aiming for, living were I want and having enough money not to worry about it.
@Laura
To get started I guess you could research prices of were you want to go and see if you can set up a way to save money towards that goal, this will put everything into perspective and will make traveling like this seem more possible. Also think of the worse that could happen, if you define it it usually isn’t as bad as the fun you will have traveling. If you are already freelancing you took a big financial risk, why not take another?
@Everyone: Thanks for the questions… I’ve started on a follow-up post to address day-to-day requirements of remote working, such as finding suitable accommodation, budgeting, dealing with client demands, slow periods, savings, retirement (pfft!), finding suitable countries/cities to work from, and most importantly, having fun
If there’s anything else you’d like to know, ask away!
I’m in Thailand for 2 months! Woo
thanks. i will read it !!
+2 question :
What reasonable time do you give to yourself to respond to an email or a phone message left by a client ? 6hr max, 12h max, 24h maximum ?
…and does all of client clients are well inform of your day-to-day kind of life ?
thanks
Great post Andy.
My wife Lea (ex-writer for Freelance Switch) and I have been location independent professionals for 18 months now and I couldn’t agree more about the inspiration side of things – I’m a graphic designer and illustrator and having spent time in several different countries so far, constantly changing our surroundings means constant visual stimulation and inspiration from the vastly different cultures we collide with. We are currently in South Africa and what better inspiration that to step outside and see the wall to wall vista of mountains or whales playing just 20 metres from the shore.
Long may your location independent life continue.
Cheers – Jonathan
@Jonathan AND others! I’ve just started up in freelance programming/Wordpress/web development and keen to find some great contacts/graphic designers so that I can become a traveling freelancer too.
I lived in Shanghai for two years and speak Mandarin now although I didn’t travel much in China or Asia. I’d love to go back and the sooner I can get up to speed in sustainable freelancing, I’ll be on the road too.
Help or leads from anybody here would be much appreciated… who knows? -We could be like *that* in the coming months
@Joanathan: Wow, that’s awesome. Thanks for the inspiration, both for me and all FSw readers. Great to hear an anecdote like this. I really like your term ‘location independent professionals’ – a great way to sum it up.
Awesome post Andy,
You make me extremely jealous as I sit in my office job heading towards my 3pm drone. You’ve given me something to aim for in the months ahead! Your knowledge and suggestions in simplifying procedure should also be useful for the non-traveller – I mean hell, just because I have an office job – there’s no reason to fill my day with bloated procedure!
You and Mr-Train enjoy your time my friend. I’m very happy and proud for you that you’ve found your ‘flow’.
- Jason
(Yes, that chippy)
Hi Andy,
You’re definitely taking mobile working literally!
Glad to see you highlighting some of the psychological benefits of not being tied to a desk. Too many companies focus in on the hardware and forget the softer issues. We covered this recently from a business point of view in our i-working blog. Freelances might find it interesting too.
Sue
hey, i love being remote worker
Hi, I just wanted to say that this is a great article, very useful for dispelling some of my recent doubts about freelancing on the road.
I’m a web designer/UI developer, and I’m planning to head off in February, and I really can’t wait! I’m heading to France and Spain first (being from the UK) to brush up on my languages, and then hopefully I’ll be over to South America and onwards…
Its an expensive place for me to start, if anyone else has stayed in those area’s of Europe and freelanced it would be great to hear your stories!
Hello,
I will recommend using some desktop sharing application like Webex or Yugma so that clients can see what you are doing or they can show you something in their computers. After I started using this with clients, they were way more confident on remote working. Some of them started using these tool in their business.
This situation is exactly what I am working towards, and I am heading to Costa Rica for a 2 month trial to see how it goes. My main question is, how do you find decent internet connections while traveling around? It seems to vary so widely city by city, and it is crucial to my work (web developer)
Hi there,
There are a lot of ways how you can get confident on the internet and ways to tackle problems.
Write me back and I can give you some ideas.
I have been doing this for four years now, from Bali to New Zealand and Australia to Mexico with summer trips back to Europe.
The sense of freedom is awesome and the cost saving is dramatic, particularly if you are from the UK!
I recommend anyone interested then check out the WN forum, lots of people on there who are really helpful to newbies and we are a friendly bunch too!
http://www.workingnomad.com/forum
Has anyone worked for earth.org, before it went silent? Is anyone here interested in a sweat equity Internet start-up? The rewards: getting to keep most of the royalties or or ad-sense revenues attributable to your work.
I work for an organization in the US but my husband lives in Tanzania. This fall I am going there and part of the time will be a trial period to see how working remotely can work at that distance and time difference. I love my job and the organization I work for, and fortunately they are fond of me, too, so there’s an openness to me possibly living there at least part of the year and working remotely.
Any recommendations on how long a trial run should be to give adequate time to really work out the wrinkles and give it the best shot at being successful?
What a nice write up. A paradise for traveling freelance writers. I hope to jump on the bandwagon.