“Screw it, Why Not?” – The Next Big Adventure

“What would it look like if I moved to Thailand for 7 months?”

“I’ve always wanted to live on a tropical island, Bali looks great!

“7 countries in 4 weeks? Cool!”

Over the last few years I’ve had some freaking sweet adventures. It usually begins with a basic idea and then makes the following progression:

  • Man how cool would it be if….
  • But I can’t…
  • Oh wait, maybe I….
  • Wow, how did I end up here?!

Every big idea or grand adventure you come up with is totally doable – the biggest problem is most people simply don’t do it.

How many things have you said you were going to do at some point? How many of those have you circled back around and actually done?


I have a lot of big ideas, but like most other people, there are times where I fall into the trap of thinking, oh that’s not possible, or that’s too much work.

I was thinking about this recently, and you know what happened?

I finally said: “screw it, why not?”

The Next Big Adventure

As many of you know, I started a golf website a few months back.  So far, it’s gone even better than I’d hoped.  The main goal of the site was threefold:

  • Play more golf
  • Build relationships within the golf industry
  • Create better golf content and photos than anyone else on the internet – benefitting both the clubs and the readers.

When I launched the site I had the original goal of playing the Top 100 Public Courses in the US.  However, for as much as I want to do that, I really want to play the Top 100 Courses.

Two separate lists, and the vast majority of the Top 100 are private – hence the separate lists.

So I said, screw it, cool, I’ll just do both.

I’ve made some progress. Since March I’ve played 5 of the Top 100 Public and 1 of the Top 100.

Not bad, but frankly anyone can do that. I’ve put together some great write-ups, taken some great photos, but there’s nothing that exciting.

If I’m serious about this goal, then I’ve got some serious work to do.

So this got me thinking. How can I cross off as many of these courses as possible in a short period of time? How can I do this in a way that’s interesting to my readers, and potentially benefits the courses I’ll be playing?

What about a golf road trip?

I started thinking about this. I know so many golfers who have said they want to do this – yet no one I could find has actually done it (or at least they haven’t documented it very well).

I mean how hard can it be, you hop in a car, and go play golf!

The more I thought about this, the more I liked the idea – but I still wasn’t sure where I’d go.

So I started looking at where the courses were.  I found this map from Golf.com.  I’m personally going off the Golf Digest lists, but this got me pretty close.  There were two areas that stood out: The Southeast and the Great Lakes Area.

I’d already been to the Southeast this year – and hey, I’ve never been to Wisconsin or Michigan…Hmmmm.

Between the two lists there are around 20 courses that would be on my potential path.

What if I went and played all of them over a 2(ish) week period? 16 days, 16+ rounds of golf, 1 trip.

That sounds exhausting. And awesome.

Screw it, why not?

I knew I wanted to do something in September/October.  The original plan was to use 65k Ultimate Rewards points to fly from the US to Germany, use my stopover and spend 10 days at Oktoberfest, then fly on via the same ticket to Bangkok to go to a conference and see some old friends.

For as exciting as this was, for some reason I kept coming back to the golf idea.

People would ask about my fall business/travel plans and I’d tell them: Well it’s looking like either Germany and Thailand or Wisconsin and Michigan.

You can imagine the weird looks I got when I told them which one I’d decided on…

But for me, if I’m looking back on this 20 years from now, the whole roadtrip thing just sounds awesome. Every golfer has thought about it at one point, so why not be the guy to do it.

How Can You Follow Along?

First if you want the full details of the trip including my schedule and full course list, you can see all of that here.

My goal is to make this just as interesting to follow along as it is to do it – even if you don’t like golf.

I’ll be shooting a daily video blog about my experience on the road, what’s like to play so much golf, and don’t worry, we’ll be mixing in some good lifestyle business videos in there as well.

If you just want a few of the business videos, then subscribe to the Location 180 You Tube Channel.

However if you want all the daily updates, all the stories, and all the fun, then check out our new Breaking Eighty You Tube Channel. I decided to create separate channels, because let’s face it, a lot of you could really care less about golf.  That said, the goal is to make both channels interesting to my readers, so I’d love it if you subscribed to both.

You can get photos from the trip on the Breaking Eighty Facebook page, and all of the in depth reviews will be posted on our site over the weeks during and after the trip.

What Does This Mean for You? 

If there’s one thing I hope you get out of this, it’s that you should stop putting off all the stuff you want to do.  Why not find a way to do it now? Get creative, start a business, make yourself uncomfortable, do whatever you have to do in order to start living your life on your terms.

Sure it may be odd for someone who writes about being a digital nomad and location independent entrepreneur to be so in to golf – but hey, that’s my thing! I built this business and blog to allow me to enjoy my life more and help others do the same, so if there’s anything I can do to help push you over the edge, don’t hesitate to reach out.

Todd Dosenberry September 4, 2013 at 9:54 am

Sean. Dude. You are so awesome. I’m a golfer myself. A “real” bogey golfer and so I am working my way towards that 80 mark as well. I would LOVE to do what you are doing. I’ll easily be able to do it come mid October (I’m launching a huge sale – my second one – on October 7). I may have to do this. After I leave Hawaii!

But, um… you have never been to Michigan?! I was born and raised there. There is some ridiculous golfing up north. Get your ass to Michigan asap dude! I’m sensing some rounds of golf next year with you.


Sean September 4, 2013 at 9:55 am

Looking forward to it man! Check out the full schedule of courses here: http://breakingeighty.com/golf-road-trip

And if you know any members at Crystal Downs or Oakland Hills, feel free to put me in touch 🙂


Todd Dosenberry September 5, 2013 at 6:02 am

I do not but if I did I definitely would! I’ll be following along. I just arrived in Grand Haven yesterday as my parents have a cottage right on Lake Michigan for the next week. Right now I am sitting in a chair on the deck looking out at Lake Michigan hearing the waves crash on the shore.

Donnie Law September 4, 2013 at 10:13 am

I don’t even like golf but this is awesome! I predict you’ll gain a lot of new readers and exposure through this. It’s a great idea.


Sean September 4, 2013 at 10:34 am

Thanks man! The goal is to inspire and make it entertaining for both golfers and non-golfers alike.


Chad September 4, 2013 at 10:26 am



Tim Moon September 4, 2013 at 10:26 am

I’m not into golf but it’s cool you’re pursuing this. It’s also interesting to see you put the skills you’ve honed building up L180 to use on a new project. Keep doing the stuff others only talk about.


Sean September 4, 2013 at 10:34 am

Thats the idea Tim. It’s actually been a more difficult transition than I expected it to be, but I’ve learned SO much because of it. It’s been cool to really get a good sense of what truly works and what doesn’t.


Paul September 4, 2013 at 10:54 am

While up in Northern Michigan, I HIGHLY recommend checking out Sleeping Bear Dunes – it’s a national lakeshore, voted the prettiest spot in America by Good Morning America.


Sean September 4, 2013 at 10:55 am

Thanks for the recommendation! I’ll definitely check it out.


Liz | Two Weeks to Travel September 4, 2013 at 1:52 pm

Not too bad of a swing…. but we can’t all be “naturals” 😉


James Petzke September 4, 2013 at 9:37 pm

Looks like an awesome little adventure Sean. I’m a tad bit jealous, that is for sure. I love golf!


Vicki September 5, 2013 at 2:45 am

I’m buzzing just reading your update here! Best of luck, sounds amazing!


Diana Barbara September 5, 2013 at 6:06 am

Hi Sean! Thanks for this great post. I have put off many things and I have done quite a few. What I have learned this year that if you keep saying, “when I have enough money”, or “when the time is right”, it will never happen. I always wanted to open an online store but didn’t have any products. While cruising the web one day this past spring, I came across one of those online store sites, I thought I was just taking a tutorial, but didn’t realize I had actually begun a 30 day free trial, I was nervous and excited at the same time. I was forced to hurry up and come up with some products, the store didn’t work out but it forced me to get off my ass and just do it.

Another situation this year back in May I went through a very painful break up. I was so hurt and angry that I just needed to get away, I did not want to be in even the same state with that jerk. So I just up and went to southern California for a week, a place I had been dying to go to but was waiting for when my money was right. I went with only a couple of hundred dollars in my pocket, even though I was there in a lot of pain, I had a great experience in San Diego that I will never forget.

So sometimes in life, you just have to do it, just do it!


Sean September 5, 2013 at 1:31 pm

It’s funny what can happen when you say “screw it, why not?!”…Sorry to hear about the breakup, but glad to see that you used it as an opportunity to create some positive change!


Diana September 6, 2013 at 11:57 am

I sure did and thanks!

Tristan King September 9, 2013 at 6:00 pm

Looking forward to seeing how this goes, am sure you’ll have a blast 🙂


Mark September 10, 2013 at 3:40 am

Hey Sean, great post.

The whole reason I’m pursuing the goal of creating websites and using the internet for an income is to do what you are doing. I never want to be tied down and not free to go off exploring.

The further along I’m getting, the more I’m thinking it’s important to focus on something you enjoy. The niche I’m working on at the minute for example is a struggle, because it’s totally mechanical work. I know I’d put a lot more into my work if I was doing something I could enjoy.

Good luck on your golf trip, I’ll definitely be doing a similar thing someday.


James G. September 13, 2013 at 8:18 pm

This is awesome. Any idea how to do the same thing with hockey?


Ron September 17, 2013 at 5:55 am

Good for you! I need to step away from the tyrannical rule of the 5-6 day work week. I’m so ready to just travel full-time for the rest of my life.


Ana September 22, 2013 at 6:14 pm

I am so ready to go off again. I’m what’s called a serial expatriate. I’ve worked in Japan off and on in the past decade and had some time in Spain (my true dream) as well. Now after some pretty heavy setbacks I’m mentally ready to go off. The money situation won’t let me until I get my business going.

Actually, I can probably speak for a lot of people who want to go off when I mention some basic needs that must be met, in addition to enough money for the adventure, before you go:

– a home to go back to
– an emergency fund
– at least a basic plan for where to lay your head, especially in the beginning
– a basic living online to keep you going abroad (even if you have a job, that can go anytime as I discovered)
– a lot of physical and mental energy
– an open mind

Anyone have any more? It’s hard to disagree with that basic list.


Gustaf is a Coding Traveler September 24, 2013 at 4:32 am

Man that is a cool trip, I would like to play golf. I love to whack balls on the range, but that is as far as I have gotten.

I will finish my goal and learn to surf right now!


Mike Sherry November 8, 2013 at 12:25 pm

Glad the golfing road trip was a success, Sean.

You might be interested to know that I am buying my ticket to Thailand for February in the new year (after a trip to Mexico with family, of course).

You and your writing have been a great resource, as well as inspiration to me, as I am putting the pieces together of my own location independent blog, which I should have launched by the end of the year. =)

I’ve read some interested commentary with regards to VISAs in Thailand. Many bloggers have stated that it’s not a huge deal if you just have a one way ticket into Thailand. What was your experience? Did you have a RT ticket booked, or just OW so you could have more flexibility?

Any plans to do another stint in Thailand? Perhaps we could meet up!



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