About
Welcome to AlmostFearless.com- a blog that follows one woman’s journey from corporate manager to full time traveler, writer and mom.
My name is Christine Gilbert and in July 2008 I took the leap from being a manager in a large Fortune 500 company to being a freelance writer–traveling and working remotely from anywhere. Some people call it being a digital nomad, location independent, vagabonding, or even flashpacking. All I know is that I live where I want, earn a modest living as a freelance writer and travel when the mood strikes– all thanks to a good wifi connection and strong coffee. In July 2008, I sold all of my belongs, and began my full time traveling adventure. So far I’ve traveled around 17 countries and over 25 cities.
In March 2010, I became a mom and we now travel with our infant son, Cole. This year the dogs are staying behind as we take to the road to film a documentary about people like us — remote employees, online business owners and digital freelancers who travel full-time. It’s called The Wireless Generation and filming will be completed in 2011. You can follow this project in our separate documentary section.
From Corporate Perks to Homeless Vagabond
I always wanted to travel the world. Who doesn’t? But somehow I ended up trading in my 20’s for a job I didn’t love, money I didn’t need (but happily spent on things I didn’t need), and a burgeoning sleep problem. One night after I ran out of valerian root and melatonin, I stayed up all night looking through job listings in my field. I realized something—I didn’t want to do any of them. None. I could change my job, change my environment, but the work itself had become excruciating.
Instead, we would sell our house, get rid of our stuff and set off as long term travelers.
What’s the worst that can happen?
Why I Write this Blog
When I was first thinking about leaving corporate life, I spent too many hours researching, pouring over travelogues, trying to get some sense of what it was really like to give up everything for long term travel. I kept looking for someone like me– at that time, late 20s/early 30s, married, workaholic, uber-ambitious and normally quite cautious. I never found exactly what I was looking for, but I promised myself I’d document the process for others, as best as I could. In that vein, I’ve tried to be as honest and open as possible– even if that means admitting my own doubts and struggles. I think what I was looking for all those years ago was some small measure of reassurance, that I would be okay, that I wouldn’t regret it, that I ‘d be happy with my life and my decision. I am, I never did and absolutely.
Posts to Get You Started
Thinking about Quitting Your Job and Traveling the World?
8 Things I Wish I Knew When I Was 22
10 Unexpected Costs of Owning Things
Escapism: the Dirty Word that Keeps Us Doing What We Loathe
What Does Redesigning Your Life Look Like?
Making the Time and Money Connection
Overcoming Internal Objections and Finding a Career You Love
Full Circle: Finding What You Already Knew
Want to be a Travel Writer?
Want to be a Travel Writer? Don’t Write for Free.
7 Tips for Being Productive While Traveling
National Travel Writing Month: NaTraWriMo
Looking for Destination Specific Posts?
Welcome to Paris: Kiss Me, It’s the Rule
All Venice Needs is a Ferris Wheel
Why You Should Go to Croatia (I’m Talking to You, Americans)
Crossing the Border, Guatemala Style
Thinking About Logistics of Traveling, Planning and Plugging in?
How to Travel the World Carefree and Still Get Your Mail
Traveling the World: Getting Started
How to Become a Digital Nomad
Becoming a Digital Nomad: Options for Working Remotely from Anywhere
Want to Contact Me?
Email: Christine.Gilbert@gmail.com
Twitter: @almostfearless
Mail (please don’t send packages without my okay first):
Get Free Updates:








