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How to Develop a Freedom Mindset

More people than I can count have asked me in the last three months WHY I left my cushy life in Los Angeles.

You see, I’m not cut from the same cloth that a lot of online entrepreneurs are. A lot of my now-colleagues are people who didn’t have good corporate opportunities, and therefore had to make something of themselves.

Maybe they failed out of college for too much partying, or maybe they got fired from their job and had to find a way.

Regardless, those stories are far more common in nomadic entrepreneurs than, “24 year old kid making six figures at a highly reputable company, living at the beach in Los Angeles quits his job, leaves his friends and family behind to go live in Ukraine.” 

So while many people who have their own business and are free built it out of desperation (read this post by my friend Christian McQueen for an idea of what I mean behind this), mine did not come from that. Their entire mindset was “survive”, whilst mine was different.

You can read the original post announcing my impending move here.

Survival is probably the most powerful mechanism our brain has. Just get through it.

I didn’t have that kind of power when I left my corporate career behind. Instead, I had to shift my entire mindset. A shift from consumer to producer. A shift from slave to freedom. A shift in my entire mentality and the way I attack life.

Here’s how I did it, and how you can start to take actionable steps towards achieving the life you’ve always wanted.


Comfort is mediocrity in disguise.

This was by far the hardest part for me. When I started my second (and last) Corporate America job, I was 23 years old. It was a joke. I had to work for maybe an hour a day. If that.

And they were paying me $100k a year to do that.

$100k a year to sit in a desk 8 hours a day, 5 days a week. $100k a year to work 1 of those 8 hours. $100k a year to dick around on YouTube and occasionally work on my side business.

Here’s how you can get away with doing side work at your real job.

But as long as you’re really comfortable, it’s hard to find that inner drive to really give yourself the push you need to succeed. The reality is that it’s much easier just to continue to show up to that boring and dreary job than it is to push yourself outside of your comfort zone.

While I won’t say quit your job, I will say that you should have actionable steps…speaking of.


I know when I announced my move, it might’ve seemed “sudden” for some. In reality, I’d made the decision in my heart over a year ago.

It was my trip to Colombia in November of 2015 that really set it in stone for me.

Then, I made my plan.

I announced the plan on February 9th.

Was it “fast?”

Sort of. But I had/have a ton of money in the bank. I knew I had more than enough to cover a couple years of living abroad. In addition, I already had This Is Trouble bringing in some money.

Sit down and make a plan for yourself.

How soon can you realistically be a free man? What is your current financial situation like?

Before you can have a change in how you think about freedom, you must first give yourself an honest assessment and develop a realistic plan.


…and man, it’s not easy.

Everyone’s going to doubt you. Especially if you’re considering giving up the position of a comfortable life (like I was).

But a few months into my new life, I have zero regrets. I will never go back to having an office job. The only way I would consider it is if I have an office at the top floor with a ‘CEO’ title next to my name of my company.

If you liked this post, leave a comment below and let me know. I can write more detail about all of this!

If you want to take the steps to freedom, why not hire me to help you figure out your life?

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  • Riley

    Some good points. I’d be curious if you would flesh some details out, specifically, what did/do you do to break out of the comfort cycle? I’m a pretty ambitious guy but I even fall victim to laziness when I’m living a cushy lifestyle. Waking up early, productivity apps (don’t break the chain), and nootropics help but they all seem like band aids to the real problem, which is a mindset issue. Would like to hear your thoughts.


    • It helps that I’ve always been very motivated. But I can flesh this out. Will probably need a new post or podcast.

      Haven’t seen your name here before so thank you for commenting!

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