Why You Should Leave Work Behind to Travel

Kayaking in Alaska

Tom: This is a truly inspiring guest post by Susan Shain, the founder of Travel Junkette. Having read it, I now want to get up off the couch and immediately see more of the world!

If you’re like many people, it’s”Quitting my job to travel the world.”

Unfortunately, for most, this remains nothing more than a dream. Excuses pile upon life which piles upon excuses, and before they know it, they’re on their deathbed.

For LWB readers, however, it doesn’t have to be just a dream.

With a flexible career, it’s now possible to work while traveling the world – so what are you waiting for?

11 Lessons Learned From Visiting 11 Countries in 11 Months

Relief workers

Tom: This is a guest post by Betsy Ramser, the creator of Live a Greater Story, where she shares her travel adventures and teaches 20-somethings about the importance of living out your ideal story, creating community and adding more fun and joy to everyday life.

Over the course of 11 months I traveled to 11 different countries throughout Central America, Eastern Europe, Africa and Asia. Although I had already finished college and graduate school, those 11 months shaped me and changed me in ways that 24 years of being in school had been unable to.

Traveling the world is an amazing experience and I would love to be the first to cheer you on. However, if that is not an option right now then explore your own little part of the world more fully.

Regardless of whether you are an extensive world traveler or have vast experience in your home country, I would love to share a piece of what I learned in each country that I visited. My favorite way of connecting is one-on-one with a deeply roasted cup of coffee. So, settle down with some tea or coffee and I will share with you 11 tips from 11 countries around the world.

The Truth About Friends and Family When You Leave Work Behind

Jealous Lego

There is so much involved in leaving work behind and living your dream life that we often find ourselves so busy and preoccupied with our new world, we don’t notice some of the menacing undercurrents around us. That is until something unexpected happens and temporarily shatters our happy working cycle.

A few months ago I had an experience like this, and through conversations in the community forums I discovered that I was not alone. There were other people who had encountered difficult situations just like mine. There appear to be lots of people who have friends and family who just don’t ‘get’ this new lifestyle and sometimes are completely unsupportive.

This article is going to take you through that other side of leaving work behind – the darker side.

We have all been there, or may well encounter it, so by sharing this experience and opening up the conversation I want to help prove that you we are not alone, and no matter how rough the waters get, we can weather it together. Because the truth about friends and family is that they are not always there for you as you expect.

How to Leave Work Behind and Scale Your Way to Financial Freedom

Tom Morkes

Tom: The following is a guest post by Tom Morkes – an author, publisher and all around instigator. He’s a West Point grad, Iraq War veteran, and for a while he even got paid to jump out of helicopters. He’s also an incredibly nice guy, which always helps! Check out his newest publication: Bootstrapped – a business and arts journal for disruptive innovators.

The gate is open.

The path is uncertain but the goal is clear. There’s no one to say go but myself…

I make a break for it.

In my mind, I feel like Dantes escaping the Château d’If?

In reality, it’s a standard Monday morning in Tennessee. Except today I’m signing my resignation and leaving my job for good. After 5 long years, the time has come.

I am free…

It’s been 10 months now since I left my job to pursue self-employment and the opportunity to build my own business from scratch.

In those 10 months, I’ve failed…a lot. But I’ve also had some wins: I’ve written several books, founded an artisanal publishing company, started consulting with startups and nonprofits on Pay What You Want and gift-based pricing, and co-founded the first-ever heart-centered business incubator program called The Flight Formula.

Along the way, I’ve learned quite a bit about what it means to build something from the ground up with your own hands, to suffer the ups and downs of self-employment, and to deal with the setbacks, failures and false summits of entrepreneurship that are inevitable (yes, they are inevitable – and that’s something you have to deal with).

In the following sections, I want to share with you some hard-fought lessons-learned from my transition to self-employment and entrepreneurship – stuff that is important no matter what kind of company, nonprofit, or movement you want to start.

Nothing about what I’ve done has been conventional, nor is my path for everyone, but I hope these lessons resonate with those of you on your own path toward financial freedom and a life lived – as my good friend Jonathan Mead, author of Paid to Exist, would say – on your own terms.

Let’s get to it.

Discover How This One Grade School Tip Will Help Make Your Vision Clear Today


Tom: This is a guest post by Jeremy Montoya. As the co-host of The Final Clock Out Podcast and creator of While You’re Sleeping, Jeremy’s passion is helping entrepreneurs get clear about their life mission and purpose.

What were you meant to bring to this world?

Is it to make money? Work?

There are 101 ways to help supplement the need from job-income… eBay, freelancing, mowing lawns, you name it.

However, if your mission is anything like mine, you want to build something that not only puts food on the table, but brings you happiness and sparks a fire inside of you.

How do you light that fire that will spring you out of bed in the morning?

You can search high and low, or you can join me in what I call the Playground Principle for getting clear about your future.

More on that in a moment.