Some articles on Desk to Dirtbag (and just what is a dirtbag, anyway?) contain affiliate links, meaning that if you make a purchase through these links, I may earn a small commission (at no extra cost to you!). Thank you for reading!
The conventional approach to long term travel is to work a bunch, save up money, and then go all out for as long as you can sustain it before the money runs out, the dream comes to an end, and you are jarringly brought back into the “real world”.
I get some flippant comments from friends every once in a while asking when I’m going to return to the real world.
The short answer is I’m going to hold out for as long as I possibly can! Through some of my clever travel hacks (both for spending less money, getting free flights, and free housing) and side hustles, I have been able to keep the ship afloat while not demolishing my savings or investments.
The long answer is that this is still the real world–I’m out here living my day to day life like any other person.
Good days, bad days.
The only big difference is a have chosen a less conventional path–swapping security, comfort, and conformity, for freedom, adventure, and struggle.
Working while on the Road
I work. Both as a freelancer on other people’s projects (while still never having to report to an office) as well as on my own projects, which is perhaps the most rewarding thing–to watch things come together, to grow, and evolve.
You can still have that experience as an employee, but it’s definitely a whole different feeling to watch something of your own rise up from nothing.
One of the most amazing things about this whole blogging thing is that people can be reading my content, commenting, and deriving value from things I wrote much earlier–no matter where I am or what I’m doing at that time. Sleeping in my hammock, procrastinating, off hiking or traveling. Whatever.
I’ve started to make a little side income directly from the blog, but certainly not that much. You can start your side hustle success much easier and much faster by getting started in freelancing. Blogging can be a great personal and professional platform for what you hope to do as well as finding new clients or opportunities, but the real money doesn’t come from the blog, it comes from other endeavors.
The power of a side hustle can’t be understated.
There are so many reasons to start building up your side hustle services even if you are gainful employed and not planning to leave the desk life: the knowledge that you don’t need an employer to make ends meet, all the things you learn about working directly with clients in terms of sales, marketing, pitching, etc, and the confidence, knowledge, and experience you will gain from the process.
Start Your Side Hustle
I wish I would’ve started my side hustles much earlier on but I had been a hard working, gainfully employed desk jockey for five years and I didn’t want to start doing MORE work. This was a mistake.
It is better to start whatever it is today, to get something moving in the right direction, because these little wins will only lead to bigger wins in the future and there can often be a sharp learning curve.
The internet is an amazing, amazing place, and that are so many different things you can do to start earning a freelancing side hustle on the internet that one can only really dabble in parts of it.
There is niche marketing, consulting, freelance writing, web design and services, teaching English, affiliate marketing, copywriting, actual product sales, and so much more.
Hack the System
The beauty of the internet is also that you don’t have to be an expert in any of this–you can learn virtually anything and can document your learning process through your blog. In a year’s time or less you will become a relative expert that can help potential clients whether business owners or individuals who don’t know as much about whatever it is you are offering.
The best course of action would be to launch this process prior to departing on your career break or big trip, to position yourself in a way that you can sustain a certain amount of part time employment while on the road. You might be tempted to hold off starting until you start your trip, but it can often be a tough go trying to dive into something freelancing and a new manner of work while the excitement of the road is just beginning.
Don’t just focus on savings and expenditures on your trip, but think about the income portion as well. You’ll be rewarded with a longer trip to say nothing of the new skills and abilities that you can garner in the process.
This will also make the transition back to the working world much less intimidating (if you do decide to go back to the traditional 9-5) as you will have demonstrable new skills, a portfolio, and things to add to your resume (while helping you stay afloat in your future job search).
- How to Hack the Informal Job Market – Step-by-step guide to breaking into a new field of work.
- Hacking Elance – How to use the skills above to get you more work.
- Big Adventure Calculator – How even a few hundred dollars of income per month can affect your trip length.
- The Unconventional Guide to Working for Yourself – A big guide to starting a very small business.
Read Next: How to Earn Extra Money – 40+ Side Hustles
Latest posts by Ryan (see all)
- How Many Continents Are There? The Surprising Truth - February 20, 2019
- The Best Time to Visit Colombia: When to Go - February 18, 2019
- 9 Best Ways to Find Cheap Accommodation (or Better Yet Free!) - February 13, 2019
- The Ultimate Guide to La Candelaria Medellin Centro - February 11, 2019
- No More Stupid Goals: Why Are SMART Goals Important? - February 6, 2019