349: Sean Ogle: Bust Out of the 9-5 and Become a Location Rebel

Sean Ogle is a former 9-5er turned lifestyle entrepreneur.

Since 2009, Sean has built his company Location Rebel into one of the premier digital nomad and location independence blogs on the internet.

After quitting the corporate world, Sean was able to grow his company to multiple six figures in revenue and create a lifestyle of total freedom, travelling to dozens of countries, and exploring parts of the world many people didn’t even know existed.

Favorite Success Quote

“Comparison is the thief of joy” ~Theodore Roosevelt

Key Points

1. Stop Comparing Yourself to Others

One of the most pervasive problems in our hyper “connected” society is the prevalence of the comparison mindset.

No matter how great you are doing in your business, health, and relationships, someone is always doing better, and after 30-seconds of surfing through Instagram you are immediately reminded that you are not the biggest fish in the pond.

But guess what?

It’s ok.

Every single person is on their own unique journey to success.

We all have our own path to chart and our own roads to travel.

And comparing yourself to others (whose story and struggle you are completely unaware of) is the fastest way to sabotage your own success and happiness.

It is one thing to aspire to a certain level of success.

It is another thing entirely to degrade your own journey and achievement by comparing yourself to other people who had an entirely different set of skills and advantages when they entered the game.

Cut out the comparison and you will cut out a vast majority of your unhappiness.

2. Start with the Basics 

So often whenever people are getting started on their journey to freedom and location independence, they want to focus on the sexy businesses.

They want the six figure membership site, the 7-figure ecommerce store, and the high ticket coaching and consulting gigs.

But what most people don’t realize is that these types of businesses require an incredible level of skill and knowledge to build.

You need to start with the unattractive basics first.

Select a skill like SEO, copywriting, or web design.

Become extremely proficient in that skill until you can make a full time living as a freelancer.

Then, once you have the bills paid for and the ability to work from anywhere in the world, start applying those skills to your own “Freedom Business.”

Without the basics, you will fail at creating the “sexy” business every single time.

3. Consistency is the Key to Success

True success comes from one thing.


It doesn’t matter whether you devote 2 hours a day or 20 hours a day.

As long as you are doing something to grow your skillset or business every single day, you will achieve success in a relatively short amount of time.

By making a 2-hour daily commitment over the next 18 months, you can quit your job, travel the world, and make more income than you ever thought possible.

But it requires consistency.

You can’t just work 80 hours on your freedom business one week, and then forget about it for three months.

You need to lay the foundation every single day and keep piling up those bricks until you reach the level of success that you desire.

4. Focus on Vulnerability, Not Perfection

One of the biggest road blocks that most entrepreneurs come across is that they are striving for perfection.

Perfection in their content creation, perfection in their product creation, and perfection in every aspect of business execution.

This is a mistake.

The world responds to vulnerability, not meticulously written articles that require a month of editing.

Be raw, be real, tell people what is really going on.

The more vulnerable you are, the more people will be able to relate with you and the more of an impact you will be able to have.

Don’t try to be perfect.

Just be real and the results will come.

5. Realize that Uncertainty is the Greatest Killer of Dreams 

“People will choose unhappiness over uncertainty” ~Tim Ferriss

People are scared of the unknown.

It’s just how we are wired.

We are terrified of the “ifs” surrounding our lives.

What if she rejects me?

What if this business fails?

What if I lose it all?

But what people forget is that 9 times out of ten, the worst case scenario, the “if” that we are so scared of is extremely unlikely.

And even if it happens, it’s almost never as bad as people think it will be.

So what if you start a business and it fails.

You can lick your wounds and return to the corporate world or you can start over and try again.

But if you succeed, you will have a life that you can only imagine right now.

So what if that hot girl rejects you?

Odds are she will let you down gently and you will still be the only guy in your social circle with the balls to talk to her.

And best case is that she is amazing and you end up in a happy fulfilled relationship.

With most uncertainty in life, there is a disproportionate reward to risk ratio.

Meaning that whatever you are scared of and uncertain about will typically result in a small potential loss, but has the potential for massive long term gain.

Influential Books

1. The 4-Hour Workweek by Tim Ferriss

2. Influence: The Psychology of Persuasion by Robert Cialdini

3. The Inner Game of Tennis by Timothy Gallwey

Connect with Sean Ogle


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