The days of office hell appear to be on the way out. Statistics from the Robert Half International Survey pegged the rate of American telecommuters at almost three percent, aiming to demonstrate that workplaces can benefit from remote staff and flexible working arrangements, even in industries where in-person hours are often used to judge effort and work output.
It’s worth noting, however, that few statistics will ever take into account the huge range of entrepreneurs, designers, and self-employed freelancers benefiting from mobile work arrangements and flexible income. As designers, we’re able to capitalize on some huge benefits of the profession – remote working and flexible schedules, incredible control over our income, and work that isn’t just for money’s sake, but interesting, fulfilling, and fun on its own.
If you’re aiming to escape a self-imposed office hell, don’t jump the gun. Thousands of freelancers, business owners, and on-contract designers leap into remote work every year, and a large number end up walking away with bad experiences and a negative perception. It’s a preparation game, and without the right amount of time invested in structure, motivation, and organization, it’s very easy for a working vacation to turn into a nightmare.
These five tips, tactics, and strategies can help you work effectively while traveling or living abroad. Whether you’re aiming to earn 24/7 – enjoying the income from design contracts wherever you may be – or simply in the mood to continue generating income while enjoying a change of scenery, apply these five strategies and you’ll find yourself significantly closer to freelance freedom.
1. Create a schedule, test it, and stick to it.
Every freelance designer has experienced a self engineered lack of motivation. You wake up at midday, sink in behind your work desk, and end up wandering off to bed several hours part midnight. It’s a product of our profession, and it’s one that can become highly unproductive, especially when paired with a lifestyle that allows you to travel on demand.
Creating a schedule is vital for success as a freelance designer. We’ve all experienced downtime and weeks of poor output. Our earnings slump and the amount of power we seem to have over our businesses appears to diminish instantly. Without a clear structure to keep us grounded, focused, and alert, it’s quite simple to fall out of sync with our work and lose long-term focus.
So create a strict, simple, and productive schedule. Spend weeks following it, observing your output and determining how effective the schedule is for you. Experiment with other work arrangements until you find one that fits, one that you’re not tempted to stray from. The temptation to ‘adapt’ your schedule to your lifestyle will grow tenfold once you step out of the office – eliminate it by creating a work arrangement that you’re comfortable and productive with.
2. Be honest with your clients and customers.
Dishonesty will cost you far more than a single upfront mistake. There are some classic telecommuting stories out there – anecdotes about cross-continent work arrangements and major discrepancies between what a client thinks is going on, and what’s really going on behind the scenes.
The problem with these deceptive ‘I’m in the office’ stories is that they’re not crisis-proof. The vast majority of freelance designers have the power to slip away from their city, country, or continent without needing to alert their major clients, but doing so isn’t a great strategy. When a major setback occurs, you’ll be left without any way of explaining yourself, any method of rearranging your work, or any possibility of honest contact with your clients.
So be upfront and honest, and accept that an unusual work arrangement could cause you to miss out on contracts, appointments, and opportunities. There are thousands of potential clients out there with no interest in having their contracts managed remotely – fighting for their approval and bidding for their business is nothing but a waste of time; focus on business that works for you and you’ll end up with a more effective remote working arrangement.
3. Test, analyze, and change before you commit.
In 2008, some of the world’s largest companies dramatically reduced their advertising budgets, pushing thousands of designers, artists, and creative people out of their positions and into unemployment. Most stagnated, searching for the same positions straight away with little progress, though a small percentage of those thrown out of work adapted to their new situation and found their own opportunities.
It’s a rough transition, and it’s one that almost every freelance worker has experienced before. The temptation to fall into old patterns of behavior is difficult to fight, and it’s a particularly alluring option when we find ourselves in new situations. Rather than testing and building a strategy before committing, we walk into new fields and opportunities with plans of adapting along the way.
Before you move to an exotic island, sail the world, or drive across a continent, it’s worth testing whether your work arrangement will be effective. Take small doses at first – week-long vacations with a design project to keep you company – and see which parts of your work arrangement work and which don’t. Then adapt. Cut out what’s ineffective, focus on your new work situation, and modify your schedule, strategy, and long-term planning to make things less stressful.
4. Have a backup plan ready.
“Anything that can go wrong, will go wrong.” – Edward A. Murphy
It’s 8PM on a Thursday night. Your flight from London to Singapore has been delayed for twelve hours, leaving you stranded in a departure lounge and unable to access an internet connection. In twenty-four hours a major design assignment is due – one that could lead to future long-term contracts and valuable business. You have no assistants, no contacts, and no way of submitting anything on time.
What do you do?
Rigidity is important. It helps us stick to schedules, get work done, and remain disciplined. It’s also a curse when it encounters surprises and unanticipated events. Delayed flights, nulled connections, and missed appointments can and will happen when you operate outside the standard work arrangement, and creating a flexible backup plan is essential for ensuring that they don’t interfere with your work.
Some designers suggest hiring a reliable assistant, someone that’s able to work without your guidance and stay calm under pressure. Others recommend keeping in touch with your peers, offering them last-minute opportunities and chances to take care of your urgent appointments. Whichever strategy you choose, ensure that your work arrangement is both rigid enough to keep you disciplined and flexible enough to allow you to effectively, quickly, and easily work through setbacks and inconveniences.
5. Invest in reliable equipment.
Few things test someone’s patience, focus, and ability like being forced to work remotely, especially when they’re forced to work on outdated and unreliable equipment. Power cuts change patience from something that’s celebrated into something that’s expected, while unreliable connections can force even the most reference-heavy designer to adapt and work in relative isolation.
However, it’s significantly more common for outdated equipment and unreliable work settings to reveal the weakest points of your working arrangement – the things which have been waiting to go wrong but haven’t found the right setting. Eliminate the potential for gear to falter by investing in equipment that isn’t just flashy and useful, but highly rugged and reliable.
For permanent travelers, Tynan’s packing list is a good point of reference. Specialist designers and developers accustomed to two screens and a graphics tablet may find themselves in an unusual position; do you pack it all at the expense of comfort, or force yourself to adapt once you’re already out of the office? While your gear will doubtlessly look different to someone else’s, the main purpose should be the same: maximizing reliability while keeping work as possible as ever.

















Callum Chapman
June 1, 2010 at 10:31 am
Good article. Lol, reliable equipment? Didn’t your Windows-based PC die the other day? ;)
Murlu
June 1, 2010 at 1:51 pm
A couple times I’ve had to travel and do a bit of essential work on the road. I gotta hand it to Dropbox because it saved my butt so many times.
From time to time I’ll use LogMeIn or GotoMyPC to jump on the computer at work but the only problem is if it’s not already turned on which means you’re out of luck if it’s late at night.
I think a schedule is very important because when you’re in a new area you want to explore and meet people. The only problem is you’re now not working on the project at hand – you have to show some self control.
Rosti The Snowman
June 14, 2010 at 7:29 am
Nice article Mathew,
“Anything that can go wrong, will go wrong.” this is so true! usually as u stated the internet connection! nightmare!
shevaa|webdesignersblog
June 24, 2010 at 2:26 pm
Hmm Nice Article Man… Thanks For sharing..
wildanr
June 24, 2010 at 9:43 pm
Mobile internet connection is kind of hard to find in my country :(
Elmar Schneider
July 2, 2010 at 10:30 am
Hy Mathew,
thanks for sharing this article. You give some really good hints and tips here. I work remotely from Mexico for german customers. Biggest “problem” is the time-difference actually, but since all my customers know about the circumstances, we arranged us pretty well. It does help to have someone “at home” though, who’s taking care of face-to-face meetings and stuff like that.
Regards
Elmar