5 Things to Know First Before You Quit Your Job to Travel the World

5 Things to Know First Before You Quit Your Job to Travel the World

You all know by now how I am one of those people who quit the 9-to-5 grind in exchange for a life of travel…

» READThe 5 Steps I Took to Start a Life of Travel

Now please don’t get me wrong, and please don’t start thinking that I’m dissing those who are still working as employees or whatnot, because I DON’T think that at all. I wholly understand the fact that some people are perfectly happy with their office job since it is their passion in life — but unfortunately, such wasn’t the case for me. It turned out to be the kind of career that didn’t fit me, and I even realized that it wasn’t my passion at all.

So when I was 21, I did leave my corporate job to go after my real passion in life: traveling the world while working remotely instead for myself.

I’m 23 now as of this year (2015), which means that it has already been two years that I’ve been leading this nomadic life. Since then, I’ve flown around the French Alps as a paraglider, played around with elephants in Thailand, enjoyed my first winter in Europe, and so much more! The icing to the cake: I have even managed to set up an online business during my travels in order to live a more sustainable traveling lifestyle from here on out.

It has really been a ‘dream come true’ situation for me and I’m immensely thankful that all those months of hard work have paid off, and that all those risky steps I took were worth it!

True enough, creating this way of living can be truly amazing and for those of you who have the SAME aspiration, I bet that you have also been inspired by the stories of other people who have done the same thing as me! (Somehow, this ‘quit your job’ thing is turning into some sort of trend haha.)

BUT…!

Before you start following MY advice as well as other people’s helpful tips, guides, and hacks to starting a travel lifestyle, there are actually some very important things that you should consider FIRST before deciding to take the BIG leap!

You see, I am a big ‘advocate’ of making informed decisions so hopefully this article would cover that aspect perfectly especially since this will be such a big life change for you… (Actually, I have already discussed this topic briefly in my ‘How to Start a Life of Travel‘ article, but for this post, I will expound on it a lot more by grouping them into 5 points.)

So first up, you should…
.

1.
Know if this is really the kind of life that you want. ASSESS yourself and your situation carefully.
.

Quit Your Job

Ask yourself these vital questions: “What exactly am I looking for? What makes me happy? Do I really love to travel? Is this my real passion? Is this what I really want?” 

Take time to think about this as I cannot stress this enough! Going by experience and going by the stories that I’ve encountered, it’s absolutely important that you rethink this over (and over and over again…) since you HAVE to make sure that a traveling lifestyle is what you truly want or are passionate about.

Don’t you ever quit your job to travel the world as a way of ‘escaping’. Don’t you ever do this for someone else nor for appearances. Don’t you ever let the allure of this ‘seemingly’ glamorous lifestyle blind you into thinking that it’s your real ambition when… it could be not.

You see, it’s quite common for some people to think of this ‘quit your job to travel‘ thing when they are extremely stressed, and the desire burns even more when they start to see and hear the stories of people who are traveling the world for a living. It’s a GOOD thing for sure, but it’s important to NOT let this sway you too quickly… because the basic truth could be that what you might actually just need is a different kind of job, field, boss, or company!

Therefore, before you decide to flip your life around, experiment first so that you can see what fits you best. You can do this by doing the two actions below:

  1. Try a different area of work. Think about your interests and the things that you enjoy. Let’s say you are currently working in finance but have always been interested in marketing or the arts. As you start to get burned out by your work, consider the idea of transferring to another department. (The same goes if in case you aren’t happy with your team, your boss, or your company: go and switch!)
    RESULT: NEGATIVE –  If you persist to think that the cubicle life really doesn’t suit you at all no matter the different transitions that you’ve tried, then it’s clearly time to move to the #2 step below…
    RESULT: POSITIVE – If you end up being happy in the new job or position that you’re in, then that’s GREAT! There’s really no need for you to quit your job in order to do a travel lifestyle — though… if you remain to be curious, apart from scrutinizing the kind of life that we ‘nomads’ have, you can also try and do the #2 experimental step below to see if it’s something that you’d still want to do…
    .
  2. Do some trips locally and/or internationally; better if you can arrange it in a way that it’s a longer trip than normal! I say this because it can help a LOT in making you see the kind of life that long-term travel can bring: you could discover that you really don’t like traveling at all, or that you hate continuous traveling in general (the whole repetitive cycle of packing and unpacking, the reality of having a non-permanent address, etc. etc.)
    RESULT: NEGATIVE – If you realize that a life of travel AND a corporate job is NOT for you, then it’s time for you to examine your other choices. Maybe starting your own business in your home country is where your passion lies? The possibilities for this are endless really; but at this point, I would have to leave it up to you in researching what else you might want to do with your life as this is something that you have to figure out for yourself…
    RESULT: POSITIVE – If, however, you have truly analyzed and felt that a travel lifestyle is STILL what you really want — no matter the small inconveniences it may bring — then by all means, go ahead and want it BAD, and then start focusing on how you can quit your job. (On the other hand, if you like traveling BUT you don’t want to quit your job at all, please don’t fret! There are ways to keep your career while still enjoying the ‘gifts’ of travel. For instance, some people have succeeded in requesting from their company the possibility to work remotely, while others have been able to arrange extremely long holidays — there are lots of ways and you just need to explore the options that you can do!)
    .
    .

2.
Manage your expectations. Know the REALITY of a traveling lifestyle.
.

Traveling Lifestyle Reality

Though a traveling nomad’s life is exciting and fulfilling, it’s NOT as glamorous as most of you would think because the start can be really arduous and tricky! (It’s not like everyone instantly goes to 5-star hotels once they become a traveling nomad — even if they do, the adventures, experiences, and stories are the real golden treasures that NO money or 5-star whatever will ever compare.)

That’s why as early as now, I highly recommend that you lower down any expectations that might be overly-romanticized.

To name a few of the top ‘realities’ that you will experience and that you should know of:

  • It’s not always full of traveling, because you still have to work too! Unless you have a huge savings account that would let you travel for years, you have to find a profession that you would earn from while you are on the road. When I started, I chose to be a digital nomad and that took me months in order to develop myself as a ‘professional’ — looking back, a good half of my 1st year was dedicated to working. Therefore, it’s safe to say that not everyone starts having the liberty of working only 4 hours a week (or even less) while traveling! In fact, it took me more than a year before I managed to create a business that would enable me to live like that. So remember: you really HAVE to work VERY hard at first or maybe even for a longer time until you manage to stabilize everything (more so when you opt to do volunteering work… but at least, you will be doing it in a beach for example, so it still works right? *wink*)

    » READ5 Job Types That Allow You to Earn as You Travel the World // The Ultimate Guide on How to Become a Digital Nomad

    .
  • It can get lonely and solitary. Especially if you’re traveling alone, no matter the number of people that you meet on the road, there will still be those times that you will get vulnerable emotionally — you will start to miss your friends and family, and you might even start to feel depressed. Regrettably, you need to deal with these feelings alone; add the fact that whenever bad things happen (e.g. getting sick, etc.) you also have to tide these over by yourself. This is why I often advice you guys to not only practice being independent, but to also deal with your problems FIRST before setting out to travel the world. Why? Because every issue that you have will be some sort of ‘baggage’ that you will carry around with you as you go. (OTHERWISE, you can always try to find a travel partner that you can get along with for this journey! As for the ‘missing your loved ones’ part, it’s something that I wouldn’t worry about too much because it’s something that technology can fix — I haven’t been back to the Philippines nor to my family for a while now but so far, the internet really does wonders for me in bridging the ‘gap’.)
    .
  • It can get frustrating to be constantly on the move. Apart from the thrill and the excitement of seeing and staying in new places, there are those moments when you would wish that you have a permanent home or address to stay in… When I started, I had to change my residence a LOT of times and there was certainly a point where I got sick of packing and unpacking all the time! (In case you’re more of the backpacker type, there is that fact too that you might start to miss certain luxuries particularly when you spend most of your time in hostels etc.). To counter these scenarios, you can always decide on setting up a home base for a longer time or you can plan on saving up more money in order for you to splurge on luxury stays every once in a while. For more ideas on answering your accommodation woes, check out this article below:

    » READHow to Get Cheap & Free Accommodation Around the World

    .
  • There will be ups and downs, but sometimes, more on the ‘down’. Locals might not be too friendly to you, money might start to be an issue, your flights could get delayed or canceled, and a whole lot more of regrettable scenarios can happen! But then again, this doesn’t come with traveling only because much like life, sh*t just really happens… And when it does, you need to learn as early as now to NOT let it hit you too hard. I’ve had my brand new laptop stolen once while I was on a road trip in France and it really made me sad in a way that I never imagined that I would! But then the good thing about these bad experiences is that it makes you learn valuable lessons and it helps you avoid making the same mistakes again. For this particular experience for example, I have learned the great life skill of detaching one’s self from material possessions — I learned how to let things go, and it really helps to see your physical belongings for what they really are: temporary and replaceable. .
    .

If you want to learn more realities in order to debunk any ‘myths’ of long-term travel that you perceive, one of the things that you can do is to research and study the way that other traveling nomads live. (If you ever need more information, feel free to ask questions from me or from any other travel blogger that you know of).

Fundamentally, just always remember that there are VARIOUS types of us nomads out there and depending on the kind of path that you choose (a digital nomad, a backpacker, a TEFL teacher, etc.) you can either end up leading an easier traveling lifestyle or a tougher one.
.
.

3.
Your plans might NOT work out.
.

Travel Plans

It’s always important to have a plan to keep you focused on your goals! I have discussed extensively in my ‘5 Steps to Starting a Life of Travel‘ post the planning processes that you need to take before you start traveling the world. However, after you finalize everything and set out to go on your adventure, it’s also important to know that certain things might NOT go according to how you want it to…

…it’s unavoidable.

When I quit my job, I had this vision of backpacking around Asia while I do online work, but what actually happened was that I ended up just hopping to neighboring countries for occasional trips as I stayed in the Philippines to work online and save up more. Months later, as I managed to kick off my online business, I found myself exploring countries in Europe instead of Asia.

Evidently, not strictly abiding to a plan turned out to be a good thing for me and it could be a good thing for you too! But then again, it might end up being a bad thing too, and I can imagine how that would suck.

But no matter the outcome, if alterations should ever happen to your plans, DON’T stress about it. Be flexible and learn to let things go; chances are, you might just end up doing far more interesting things if you open yourself to new ideas and different possibilities. Though if worse comes to worst, like what I have discussed on my ‘5 Steps to Starting a Life of Travel‘ article, you always need a safety net or an exit strategy so make sure that you have those precautions up and ready right from the VERY start.
.
.

4.
You need to think LONG term.
.

Long Term Travel

Volunteering — one of the most popular working arrangements that travelers opt to do lately — can already take you to various countries and it can even keep you going for years… HOWEVER it’s always important to think of your future so you have to find a way of doing a more sustainable profession that can secure your life on the long run.

You really wouldn’t want to keep on working for farms, bars, or hostels for the rest of your life, would you?

For starters, I have always promoted the idea of creating one’s ‘own sense of security‘. To achieve this, as you travel or before you travel, you have to identify what you’re good at or at least find what you are interested in doing in order to establish a feasible goal to work on.

Some people have the objective of being English teachers abroad so they can eventually set up their own school. There are others who make use of their hobbies like surfing, yoga, or dance so they can establish their own company, resort, or studio, as they slowly gain enough capital and reputation for themselves. Then of course, there are those who take advantage of what the internet can bring — people like me who become digital nomads, travel bloggers, or entrepreneurs!

Overall, this whole idea can be a fast process, though most of the time it can be slow; but like everything else, it’s not a race but a journey, so try take things slow and try to enjoy life as it goes. Besides, as long as you have your action plans and that one big GOAL to work on, you’re bound to get things done in the future!

» READ5 Job Types That Allow You to Earn as You Travel the World

.
.

5.
A life of travel takes hard work and a lot of sacrifices BUT, still and the same, it IS possible.
.

Quit Your Job

No matter if you’re broke and no matter if you only hold a limited 3rd world passport, there are numerous ways to make a travel lifestyle a reality. You really DON’T need to be rich either, because I’m not rich nor did I come from a rich family.

With that in mind, how then did I make this happen? Three things: discipline, hard work, and sacrifice.

Other than the fact that I didn’t want to work for anyone else anymore, I also knew that building my dream comes with a ‘price’. So since I badly want to reach my goal given the challenges that I’ve had in the past, I was more than willing to give up a LOT of things in my life in order to achieve what I absolutely want.

It ranged from strict saving routines to working myself to the bone, and it was vicious… it was a real struggle! But I thankfully made it happen in two months, after which I handed my resignation in. Looking back, I certainly have no regrets whatsoever! Like I’ve mentioned previously, with the way my life is right now, I can say with utter confidence that it was all worth it since I am now able to continually see the beauty of this world as I build up on experiences and myself.

» READMoney Saving Tips to Start & Live a Life of Travel

Ultimately, with all of these and more, you should know by now that if I managed to do this, then YOU can definitely do it too!

Besides, for as long as you just do what you love to do, not only will you become happy but you will also become a master of it! So don’t ever let fear make you settle — if staying inside an office setting is not an ingredient on your recipe of achieving happiness in life, then by all means, QUIT. It’s never too soon and never too late anyway.

For sure, it requires a whole lot of courage to turn your life around like this… but I know that YOU are not short of it.
.
.

OVERALL

Before You Quit Your Job

Take note that this is NOT a post that wants to dissuade you from planning to quit your job to travel the world — NOT at all. Because if you do decide with conviction to take such a course of action in your life, I wish you nothing but the best!

So why have I made this article then…? Well, like what I said at the first part of this post, I wrote this because I just simply want you to be WELL-INFORMED about this big decision that you are making. A lot of people take the plunge too quick and I want you to avoid that because it’s essential for you to first handle your plans, strategies, and expectations before you go on.

As you already know, your effort and your time is valuable; so at the very core, I don’t want you to waste those (it’s better to realize the facts NOW rather than later, right?)

Anyhow, if you remain to be absolutely sure about what you’re doing even after reading these 5 reminders, I now leave you with these final words: trust in your struggle and I’m sure that I’ll be seeing you out here soon! Good luck!

How about you?

  • What do you think about these points? Do you think this helps you out in deciding your next plan of action?
  • If you’re a traveling nomad like me, do you have any other tips to add for those who are thinking of doing the ‘quit your job to travel the world’ thing?

Did you like this article? Follow me on Facebook, Twitter, Instagram, or YouTube and be notified about my newest posts and updates!

56 comments

  1. Thank you Aileen for your blog post! It's very useful and relatable. I came across your website as I'm contemplating the option of being a digital nomad myself. I'm working a full-time 9-5 job and I maintain a food and travel blog as my side hobby. I would really hope one day I could figure out a business plan and earn money online or through my blog. For now, I think I will focus on creating more contents and looking for ways to increase traffic flow to my blog. Anyway, I find your blog posts very informative and useful, thank you so much!

    Reply
  2. Great piece! It's so important to have an understanding of what lies ahead before making such an enormous life change. I'm so inspired by your blog and hope to also leave my cubicle sooner or later :)

    Reply
    1. Aw, thank you so much Sarah! I'm humbled by your words. Ultimately though: I also hope you get to make your plans happen!

      Reply
  3. Hey Aileen! Amazing article. thanks for your great advice! Congrats! I'm seeking for a digital nomad lifestyle since I'm a software developer and at the same time I'm passionate about travelling. I've travelled abroad for months but not like this, I'd like to travel for a longer time and earning some bucks on the move, why not?
    Yes, it takes a great effort and sacrifice to do it but being honest, everything which worth it in this life really demands a great effort from you! So, follow your passion and build a sustainable life to achieve it. :)
    Have a nice day!!

    Reply
  4. I coulnd't agree more. This "quit your job to travel" is becoming a trend, and could be misleading since traveling is not the dream of everyone. In addition, it's not like a permanent holiday and making a living while traveling is more difficult than it seems (but I do believe it's possible, I'm also working towards it!).
    I also believe in giving people all the information so that can take the right decision - the right decision for them.
    I loved your post, thanks for sharing :)

    Reply
  5. Jumping in on this a bit late, it's incredible what you were able to do in such a short time and so early!

    I left the USA for Korea right after graduating from college at 23 and really, as a small town Iowa boy, knew little about the world except that I wanted to explore it and learn about it first hand!

    Looking back now, almost 10 years later, having had moments of homelessness and eating one bread piece per day to days where I had anything I could want...it's been one heck of a journey.
    I'm not one that does too much of 'informed decision making' as I tend to think too much and not do anything.
    But now I'm about ready to try (once again) to become a digital nomad and earn a remote living (somehow) starting in July when my current teaching job lays everyone off. It's exciting and scary. I'm still trying to figure out what skills I have that I can offer online (or how to express my experience since I've never really worked the 9-5 desk job or had training to work in one).

    These are good tips and I've wanted to write a similar article for a while, that you shouldn't just QUIT your job and go without thinking of a plan for sustained travel (if that's what you want). Great post. I'll have to read your other one on how you got started as I'm a bit nervous. My first attempt at going digital nomad was in 2014 in Costa Rica and that didn't go as planned. Hopefully this time will go a bit better :)

    Reply
    1. Hey Josh, thank you so much for sharing your story with us! I can imagine how this must be an exciting and nerve-wracking experience for you, but your drive is there and I think you should be just fine :) I really wish all the best for you! (Have you read my other article for "How to Become a Digital Nomad" and "5 Job Types to Do While Traveling"? I think those can help you out as well.

      Anyhow, I'm also glad that you like this post's topic. I am all for sustainable and long-term plans since I know all too well how rash plans can end bad (but hey they are learning experiences too! — but then again, if one is short on money and time, I think that informed decisions and concrete plans are better of course). Overall: good luck, Josh! Feel free to message me if you ever have any questions <3

      Reply
      1. I did read the articles and they helped answer what most would probably consider a common sense problem...What to do if you don't have the necessary skills or training? I read that you didn't really know how to do everything at first but you taught yourself through youtube tutorials.

        I'm not sure why I haven't thought of that resource until now. I guess I'm still stuck in the 'go to the library or go to class' mentality instead of the constant I often get from informed friends ¨google it!¨ haha

        Reply
        1. Awesome! And oh I didn't learn mainly through YouTube. Basically any random article or free courses that I saw online back in 2013 and before are those that helped me best. :D But for sure, there are tons of resources out there and the rise of websites like Udemy makes everyone's life easier (wished this was present back when I was starting haha).

          Reply
        2. Are there any specific sites or courses that helped you? I'm trying to prep myself before July when I get laid off.

          Reply
  6. Really great advice! Inspiring and realistic :)

    Reply
    1. Aw, thanks Lizzy! Hope this helps you :)

      Reply
  7. Great advice here, thanks for sharing! I agree, it's easy to daydream about beaches, cocktails and a few exotic temples while not actually realising that there's a lot else that comes with that lifestyle! But if you do realise it's for you - the world has been opened!

    I'm currently working a 9-5 job and the job, colleagues and office atmosphere are great, but I just can't stand the lifestyle. That tells me I need to find a way of working for myself. I know I want to live a nomadic life for a few years - maybe not forever, but I guess i'll work that out when i'm on the road. I definitely know that travelling will be a part of my life forever!

    Happy travelling!

    Reply
    1. I'm glad you agree, Claire! I felt the need to write this since I saw the increasing misconceptions about this lifestyle, and how some other people seem to fuel it. Anyhow, at least knowing what you already reaaally want is a first step — I wish all the best in your journey to achieving your goals!

      Reply
  8. I totally agree with you! Travelling is a big decision and it has his bad sides also! I did it! I don't regret at all but I still have my rough phases..!

    Reply
  9. Nice Nice! Also, make sure you opt for a trip insurance while you are traveling. It is really helpful.

    Reply
    1. I definitely will :) Thank you!

      Reply
  10. Great advice..love this stuff...inspiring but not all beer and skittles...so to speak - still going to do this soon!

    Reply
    1. Thank you Will! And that's great to hear -- let me know how it goes for you! I wish you nothing but the best!

      Reply

Leave a reply