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Posted on Mar 17, 2013 | 2 comments

Preparing to Work on the Road

Preparing to Work on the Road

When you spend a large amount of your time focusing on how you got into debt and then how you are going to get out of debt, you also spend a great deal of time thinking about how you are going to keep yourself from getting back into debt. Especially when you plan to travel the world. After we pay off our debt, we will be putting every penny into savings, but we want to make sure we start now on preparing to work on the road.

We’ve discussed at great length various options for making money on the road. We complied a list of ideas using the skills and education we already have- jobs we can work for a few hours, a day or longer. For us, that wasn’t enough. We wanted to create a larger safety net for ourselves to fall back on. We wanted additional training that would give us the opportunity for even more jobs, as we travel.

I started looking into what it would require to get certified to teach English overseas. It looked easy enough to be able to do the training and I knew I could fit it into my schedule, but it was much more than we were willing to spend since we need to keep our eye on the ball of paying off our debt. With so many countries from Thailand to China to Japan and many more, we knew that being certified in teaching English would open up many additional jobs. We just weren’t ready to spend that kind of money. We decided that since we still have two more years until we leave this training was something we could postpone until our debt was paid off.

A few weeks after I’d decided to not move forward with getting the certification, I got a Groupon email that for some reason I decided to open even though I had been deleting all of the others. I didn’t want to be tempted to spend money on something we didn’t really need. I had deleted all of the ones from earlier in the morning, but this was the one for Hawaii, so it came later in the day.

I’m not sure why I opened that particular email. I probably opened it to daydream a little bit about being back on the Hawaiian Islands. It wasn’t like I ever bought any of those Groupons since it was in Hawaii and they would expire before the next time we got there. Yet, for some reason, I opened up that email.

There were the usual surf lessons, meals, and tours. I was just about to hit delete when something caught my eye. An offer for the exact school I’d been looking at to get certified to teach English for a fraction of the price. A huge fraction of the price. Drew and I talked it over and decided that since we would probably never have the opportunity in the future to take the training at a tenth of the price, this was now the time to go for it. Once again, we were left feeling like it was the universe’s way of nudging us forward towards our dream to travel the world.

What steps did you take for preparing to work on the road?

About Kimmy Hayes

Kimmy Hayes is the founder and editor-in-chief of AfterGlobe; a site on becoming debt free and traveling the world as a married couple. In 2012, she planned and coordinated her own do-it-yourself destination wedding on the beautiful island of Maui while serving as a moderator for the on-line community, The Knot. She is passionate about traveling to experience new cultures, snorkeling the waters of the world and reading with her toes in the sand.


  1. One of my friends taught English in South Korea for three years (and her boyfriend, 5)… let me know if I can connect you with them for advice, etc. :)

    • Lora, thank you! I will let you know.

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