One Way Ticket to Hawaii (And On Taking a Chance)

One Way Ticket to Hawaii (And On Taking a Chance)

About a week and a half ago, I bought my one-way ticket to Hawaii. Holy crap!

It’ll be my first time visiting the Hawaiian Islands (primarily on Maui Island, for the most part). At the time when I bought the ticket, so many emotions ran through me … excitement, fear, joy, and on and on.

What will I be doing there?

It was a chance opportunity that I randomly found online, and I’m excited to be working on this entrepreneur project, along with several other people from around the world.

I had been building up my online design and SEO skills, and now have the amazing opportunity to put them to good use.

Now you might also be thinking … couldn’t you just freelance and work from home?

True, I had secured my first SEO client while I traveled in Portland … and that was my first experience working with a client via my laptop.

But one of my ultimate goals was to experience the location independent work lifestyle.

I’ve read about so many other successful lifestyle design entrepreneurs who have worked from their laptop. And those same folks located themselves at temporary home-bases in different parts of the world while they traveled around.

“Currently doing the stuff most people just talk about doing …”
- Sean Ogle

I love this tagline on Sean’s Twitter account, because it’s so true.

The location independent lifestyle is easier said than done. And it doesn’t even have to just be about location independence. It could be other things like people’s fear of quitting jobs or doing something fearful like skydiving.

So I wanted to experience this lifestyle first hand, instead of simply dreaming and writing about it.

Why One-Way Ticket to Hawaii?

Hawaii Map

The Hawaiian Islands.

Although my work in Hawaii is more of a work exchange/internship opportunity and is currently slated to go until the end of  October/beginning of November.

I didn’t want to look back.

Having a return ticket just meant that I would have some date, set in stone where I’d have to return.

But I didn’t want to return. Why?

I just know myself, and if I came back to the NYC area, I’d just be stuck here, in my old ways. And being stuck is such a crap feeling.

I’d rather take the risk and give myself unlimited chance to potentially find my place out there in Hawaii.

I ran a bunch of worst case scenarios in my head … and what would it be? If I didn’t like it, I just come back and figure out where to go next.

But at least giving myself the chance to not predetermine my future, will I be able to make room for spontaneous awesome-ness to happen.

On Taking a Chance

Now, there are countless posts, accounts, video interviews, and resources that go over the concept of taking a chance (or risk).

It seems interesting that an “abstract concept”, can have so much power, to hold back so many people from accomplishing or doing great things.

So what happens if you’re too scared to take a chance?

What’s worked for me is, taking risks on “concrete” and actionable activities, … first.

For example, I decided to try cliff-jumping into a lagoon in the Dominican Republic last summer. Although I’m not scared to fly planes, I’m deathly scared of heights when its just me, and the open world.

It took me about half an hour, before I decided … screw it, I’ll just jump. I did a bit of screaming, and I then splashed into the water. After I got out, I thought … what the hell was I so scared about?

Taking the first concrete risk helped me along with taking future chances.

Concrete risks are slightly easier to take because you can physically see, feel, touch, and hear whatever it is that you’ll be doing. You’ve got your senses to guide you.

But on to “abstract” chances, these are risks that you can’t simply use your physical senses. Hence why, these types of risks are harder for majority of people to act on.

Again some examples include quitting a job, traveling to unknown countries, or launching your new business, etc.

It’s hard to physically grasp what the outcome is going to happen. And we let our natural instincts of fear, guide our thought process towards creating a final decision.

But continuously taking chances, time after time, helps build up your confidence to take on risks you’d never imagine ever going after. It’s kind of like practicing the piano daily, so that your fingers know how to play a piece. But in this case, you are practicing with your mind to let it get used to taking chances.

Bottom Line

When you see a cool opportunity present itself, grab on to it!

My past experiences randomly taking hold of cool opportunities include:

1. All You Can Jet with JetBlue in fall of 2010,
2. Couchsurfing at someone’s couch who I’ve never met before,
3. Long-term surfing in Dominican Republic in summer 2011,
4. Joining up with random online communities like Puttytribe and Location Rebel, and
5. Backpacking across Central America this past spring 2012.

Build up your own “chance list”. Cross off things from your bucket list. Just do something.

Planning … only works to a certain point, but it never works out in its entirety to how you want it to result.

So I say: Let some chance into your life.

Your Turn:

  • What’s something you’d be willing to take a chance on?

  • What obstacles stand in your way towards location independence?

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{ 6 comments… read them below or add one }

Annette | Bucket List Journey August 4, 2012 at 10:35 am

Congrats to you for taking a chance. I just was in Maui for the first time and should have only booked a one way ticket! I could easily get addicted to the weather and relaxed lifestyle.
Annette | Bucket List Journey recently posted..Bucket List of 23 Edible Bugs Around the WorldMy Profile


Harrison August 5, 2012 at 2:02 am

Thanks for coming by Annette! It’s not too late to try again, and book a one-way to Maui or some other location you feel inclined to travel to.
Harrison recently posted..One Way Ticket to Hawaii (And On Taking a Chance)My Profile


Emily August 6, 2012 at 1:52 pm

Happy to see that you are still finding inspiration to travel, and making your life what YOU want it to be :)


Harrison August 6, 2012 at 1:57 pm

Thanks Emily!

Might as well take the risk and chance, while the opportunity is there. No point in holding oneself back. Cheers!
Harrison recently posted..One Way Ticket to Hawaii (And On Taking a Chance)My Profile


Izzy August 10, 2012 at 2:08 am

Hi Harrison,
Cool Post man. I give your respect man. Most people “talk” about what they want but they don’t take the steps to make it happen.

I believe the greatest way to learn is through experience. If we keep moving forward then eventually we will get where we want to go. But we have to keep trying and learning from those experiences.

Anyone can sit on a couch and talk about what they want to do. But few actually do it. Much respect man :)
Izzy recently posted..If You Answer This Question It Will Change Your LifeMy Profile


Harrison August 10, 2012 at 3:13 pm

Aloha Izzy, I’m glad to meet someone else with the same mindset on actually “doing”, and not just “talking”. You, yourself have a great story going off to Japan. Hope all is well towards your quest to becoming a kick-ass ninja! :P
Harrison recently posted..Location Rebel Review (Travel and Work When You Want)My Profile


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