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)

Getting Drunk on Dublin

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

The Truth About Skype

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):

93 S. Jackson St. #7363
Seattle, Washington 98104-2818

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(Above:  Me with Jack (white) and Molly (black), they love to snuggle up while I work)