Finally back home after a week in San Juan. So fun!

I got to spend a ton of time doing two of my favorite things in the world: snorkeling and getting pounded by waves at the beach. My skin is still recovering from the sunburn, but it was 100% worth it.

There were a couple reasons for the trip.

First and foremost, business. I’m looking to expand my roofing and construction company – and I needed to meet with some folks who could help me set that up.

But the second reason was personal. In addition to expanding my business, I’m planning a move. Basically, I’m done with winters. And after exploring my options, I’ve decided on Puerto Rico. So I wanted to get a boots-on-the-ground look at the best neighborhoods to buy in.

While I was there I also got to hang out with a good friend of mine and fellow entrepreneur, Todd Folk.

Now, before I ever started a business, a mentor told me something I’ll never forget.

“The hardest part about being an entrepreneur is dealing with fear. If you can get past the fear, it’s the easiest job in the world.”

And Todd is living proof of this, so today I want to tell you a bit more about him.

Today, Todd is the co-founder and CEO of a tech startup called Appapp. In his words, it’s “a mobile platform that allows restaurants to drive new customer growth by providing a complimentary appetizer to them whenever they dine at those restaurants.”

On the side he consults for startups, investing in and advising them on how to raise funding.

I can’t give you numbers, but he does very well.

But unlike most startup founders who feel like they need to live in San Francisco or NYC and wear a suit and tie to pitch meetings, Todd does things his own way.

He lives and works in Puerto Rico, for one.

And two, he despises wearing a suit. His standard outfit is T-shirt, shorts, flip flops, and a backwards baseball hat.

I’m not just talking about when he’s working at home, either. I’ve seen him wear that while pitching his startup in person to hundreds of investors.

He is unapologetically himself, and he has zero fear of failure. And this makes being an entrepreneur the easiest job in the world.

He has no qualms about jumping on a consulting call in a T-shirt, with a glass of rum and a cigar.

People laugh at first, but in the end it helps him. It shows them that he’s genuine. And that he’s no bullshit. And because he’s relaxed and comfortable, the other people will be as well. And that’s the ultimate goal in any conversation – especially when you’re making deals.

Now, what most people don’t know about Todd is that as a teenager he spent nearly five years homeless.

When you’ve spent years wondering where you’ll get your next meal – or where you can safely spend the night – hearing “No” from an investor is about as scary as being barked at by a puppy. In other words, it’s not.

As a result, Todd is completely unfazed by anything the business world can throw at him.

During one of our recent conversations, he told me this:

The fear of failure will crush everything. The moment you can conquer the fear of failure – the moment you can accept failure as just part of a process – the faster you will gain success.

I don’t fear failure. I’ll go right in. [Because] you can’t prepare when you’re homeless. You get very good at shooting from the hip and adjusting… Your choices are [either] give up or figure out how to get out. And I’ve never been one to give up.

Being homeless taught him the value of failing fast. He couldn’t afford to prepare for days or weeks or months… and he couldn’t afford to stick with a plan that wasn’t working.

That fearlessness is a superpower.

Because the only thing worse than failing right away is spending time slowly dying inside (like I was in my previous jobs)… and still failing.

When you’re paralyzed by fear, that’s exactly what can happen. Instead of going after your dreams, you stay stuck.

Thankfully, spending five years homeless isn’t the only way to become fearless.

One of the reasons I created Success OS was to give people a way to conquer their fears in a few days – instead of years – and in the comfort of their own homes – instead of on the battlefield.

Because like Todd said, the fear of failure will crush you.

But when you conquer your fear, everything becomes easier.

Whether you want to make more money, launch your own business, or radically improve your career… overcoming your fears will help you do it faster and with less effort.

If that interests you, check out Success OS.

Until next time,

Abe Wagner