Quit Job to Travel or Take Time Off Work!?


So you wanna travel? Awesome. The real question you have to ask yourself is how far you’d like to go, what restrictions you’re willing to deal with and what your desired outcome is? Basically are you willing to quit job to travel or take time off work?! Taking an extended trip with time off work is probably what will work best for most. Both options have their unique pros and cons. You’ll have to make up your mind and it’s a pretty serious choice…

Think hard how that choice could impact your future if say you’re in Saigon and something happens where you could be working as soon as the paper work is good to go, that or wishing to live with someone you met traveling, homesick and completely over the idea of traveling 7 months in, about to start a drop ship business from Guangzhou, or a boat rental business in Bermuda…

Selling everything you own is tough, we’ve all seen hoarders and naturally they are extreme neurotic cases but everyone has a bit of the hoarder in them. Try and clear out everything you don’t use, you’ll probably find a “probable use” for everything you own, even if by others standards it’s just junk. Remember reading somewhere about those who carry too much with them through life become less the explorer and more the mule as their back bows to the weight of what they’ve accumulated in the name of what?

Taking an extended trip makes sense and cents (sic). How do you know that lifestyle is for you? I’ve met people who after 2 weeks in Prague and Budapest were ready to go home, one said after day 10 he was ready for his own bed. When it comes to security, you’ll still have your job and when you return everything will be as it was when you left. Very easy to revert back into whatever it was you had going on before leaving. The flip side is that if you do travel you’ll most certainly meet those people who even on a beach of paradise are talking about how they have to go home again and really regretting it, they’re this far from home and the living is comfortable, cheap and beautiful…

Either way you play it there will be pros and cons. The whole “sell everything you own” and throw a casual grenade over your shoulder as you cross the bridge is amazing in terms of freedom but scores low in terms of security. The other one gives you a bit of both worlds but doesn’t allow you the opportunity to fully grow into the new way of life, even if it’s what you’ve always wanted. The possibility of returning after the trip to pack up and leave again exists but know few – no wait, none who have pulled such a legendary move.

Winter is coming, time to get the wheels of travel rolling.

Tips hat,

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  1. James Shannon

    October 16, 2011 at 11:09 am

    The thoughts of tossing the grenade behind me are building really high now that the cold is starting to build here in Jasper, and the idea of having a job, no matter how cushy, is getting less desirable by the day; the power structure of being an employee will NEVER be for me, as I’ve discovered this summer.

    Entrepreneurship (in whatever form it takes), here I come!

    • Rob

      October 16, 2011 at 12:49 pm

      It’s the way to go for now one believes, the ye old grenade trick rarely fails as a motivator.

  2. Caro from Passport and a Toothbrush

    January 31, 2012 at 5:09 am

    You NEVER can be ready for what awaits on the road! New opportunities, new people, falling in love with a new place and so I’m a big preacher of quitting before you go so you can fully invest yourself into a new chapter! I’ve seen people come back to their old job after a legendary trip and oh my, it ain’t pretty! But hey, whatever floats your boat!

  3. Jeremy @ Our Trip To

    June 9, 2012 at 9:06 pm

    I am an HR guy by day, and one thing we are seeing is people taking leave of absences for 3 months or more to travel. They still have their job, but just don’t get paid while they are away. Especially common for our 50+ employees who have the means to do this.

    • Rob

      June 9, 2012 at 9:19 pm

      It really is a sound option and what was suggested to me countless times. Glad to hear that it is somewhat common and at least tolerated.

    • anondragon2012

      November 25, 2012 at 8:26 am

      Maybe I worked for in the wrong industry, but this is pretty rare to be allowed to do this I believe, or maybe it is an exeptional allowance for senior employees who have worked all their life in the company.

      In the current environment where employees are encouraged to work alot to justify company expenses and be profitable, I just cannot imagine a company allowing an employee, even without paying him, to take 3 months leave.

      Who would do the heavy amount of work? The vaccuum would be too big.
      All I saw were maternity leaves and so on.

      Unfortunately I believe that once u join a company, you have to put your dreams on hold or QUIT your job before you are allowed to travel/do some projects.
      Unfortunately this sucks because Ive noticed quitting your job and “the system” is looked very unfavorably in the work space. People just dont want to hire you back unless u are a gem and highly valued.

      My advice would be: Travel BEFORE you study or during university breaks.
      Unfortunately nobody told me this before I started working 🙂

      Any advice welcome…

  4. Bobbi

    October 20, 2012 at 9:18 am

    I think quitting your job would give you the full effect to fully immerse yourself in the culture of a new place! However, in this day and age is rough to get a new job (believe me I just finally got one again after 5 months!) so it is also risky and I’d advise against it.

    • Rob

      October 20, 2012 at 10:10 am

      Everyone has to assess their situation and do what’s right. Big risks both ways…

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