The price of freedom
Hi, I'm Deidre. In my posts, I talk about my voyage down the road of self-employment as a website copywriter, my achievements and roadblocks along the way, and what I’m learning as I go (with Marketing Mentor as my guide).
“Freedom” was one of the main reasons I became self-employed. Some of you know that moving to Ireland to be close to my fiancé was what fueled my long anticipated desire of self-employment.
Now, I live in Ireland, but I travel to New York a lot to visit family, and my favorite mentor in the world, Ilise. As a matter of fact, I’m writing this post from my parent’s house in New York right now.
I don’t regret what I did for a second. However, the freedom of “working from anywhere” isn’t all peaches and popsicles.
In his article, “Remote Working from Anywhere," Jason Finnerty says of this recent camping trip:
The clients were communicated with, the articles were uploaded, and the invoices were sent – all while enjoying way too much junk food, liquid refreshments, and beautiful hikes through an amazing forest…
Sitting at a picnic table and putting the final touches on a new website helps your spouse realize the possibilities that freelancing can provide. We’re already thinking about finding a trailer and cruising through the US…
The article also has some comments from people who have worked from cool places. But for me, the idea of traveling through the US in a trailer with my family, while working, would be a big challenge.
I’ve been working remotely for almost three years, and I’m learning as I go. Here are some thoughts and insights I’ve come up with so far:
• You need money. The idea of working from Belize for a month is excellent, but you need money to get there and stay there. In order to make money, you need to work. I currently make less than half of what I made in Corporate America.
• The lines are blurry. In my Corporate America office, there was little confusion about when I was working and when I was playing. Now it’s so confusing. I find I need more rules and boundaries in self-employment than I ever did before. Working time is working time. Vacation time is vacation time. Family time is family time. I think each aspect needs to be separate to keep some semblance and stay healthy in all of the areas. For me, when lines start to blur is when I get overwhelmed and confused, and when I begin to slip in all areas.
• R-E-S-P-E-C-T. Family and friends need to respect your time. Set up boundaries of when work will be done and when together time is. But, you also need to respect their time. Family and friends deserve your attention when you’re spending time together. If you’re emailing clients the whole time, they don’t get to enjoy you, and you don’t get to enjoy them. Where’s the fun or freedom in that?
• Make a plan. If you are going on a trip, or are planning to work remotely, write your plan down. Use your calendar software to slot-in working hours and dates with family and friends. Or set aside a specific time each day that will be dedicated to your work. But whatever you do, track it somewhere. I use Google Calendar.
• It ain’t always pretty. Sometimes you need to say things people don’t want to hear. And a lot of the time, these people are family and friends… especially those who don’t understand that despite our freedom, we still have to work sometimes too. It’s important to check-in with yourself. Ask: To what extent am I prioritizing clients over family and friends, or vice versa? Make sure you are still in-check with your plan.
• Be honest. In my first few trips, I had delusions of grandeur. Sure I can complete as much work in New York as I can in Ireland. Be realistic with yourself about what you can and can’t do. Make your situation and your abilities clear to your clients.
• Organization is key. You may be flitting around the globe, but clients know when you’re confused, unprepared, or distracted. Respect them by being at least as organized (or more organized) than you are when you’re in the office.
Have you worked remotely? What did you learn? Please share your experiences.

Deidre - as always a great post about reality checking -- and great tips for those of us who are self-employed who think we can do it all and be everywhere! Not! : )
Posted by: Tara | September 02, 2010 at 03:29 PM
Just recently, I've decided to pick up the phone and call Ilise Benun. It has been a journey since then, but I know it was the BEST decision! I've been intensely working on my business for the past six months, lots and lots of soul searching trying to figure it out which way to go.
I now can say that my 'dream' business is here, and from the ground up, I was able to come up with everything necessary to reach to my prospects—big thanks to you too Deidre! So, what amazes me the most is that I am 100% on my own. Today I am working from home, tomorrow maybe from San Francisco, and so on. I agree with you, it's very important to have a supportive family that understands when you need your 'me time', on the other hand, I feel we need to literally restrict ourselves from picking up the phone at non-business hours and/or finishing up that last round of revision when it's 'family time'.
Anyway, great article, just wanted to stop by and say hi!
Posted by: Ana Carini | September 02, 2010 at 05:28 PM
Hi Deidre- Yup, those lines between personal life and working life can be very blurry and need definition. Like you, I have found that the more "boundaries" I put in place, the better I function. Otherwise I feel like I am not getting the work done, and also not having a life!
When I pre-plan my time, and have a distinct work schedule, then I feel more balanced.
Posted by: Michelle Gorenstein | September 03, 2010 at 10:58 AM
I agree with you Deidre
Working as a freelance outside the office means you won't have a boss setting up a schedule for you, but it means now YOU are the boss and need to set up some rules to follow yourself.
For me a freelance webdesigner with a husband and 3 kids, had been a long time to make them understand that even though I'm at home almost all the time, it doesn't means I'm available for them all the time. Now they know that there are hours of the day when I'm present but I'm not available, and I had come to understand too that there are hours of the day when I need to say "enough for today, now it's time for my kids and hubby". :)
Being freelancer doesn't means you won't have a boss to set your schedule, it just means that now you are the desinger AND the boss, both at the same time. Tricky, isn't it? :)
Greetings from Mexico. :)
Amada.
Posted by: Amada Lopez | September 03, 2010 at 12:15 PM
Great post, Deidre! That's a hefty price to pay isn't it. But I reckon you are having a ball right now. Wish you all the success!
Posted by: Karen Scharf, small business marketing consultant | September 04, 2010 at 09:39 AM
Ditto! Organization is the key. Being a freelancer requires a lot of self restraint and in my experience, great time management skills as well.
Posted by: Local SEO Expert | September 04, 2010 at 09:44 AM