Hey Reader,

What if real wealth isn’t about making more money… but about playing the game of life the right way?

Because that single realization can change everything.

For years, I believed what most entrepreneurs believe:
Grind harder. Earn more. Figure the rest out later.

But the truth is… a lot of people win financially and still lose at life.

They build businesses but lose their families.
They stack cash but lose their peace.
They chase success but forget why they started.

And that’s exactly why this episode of The Happy Hustle Podcast matters so much.

I recently sat down with one of the most grounded, faith-driven, and purpose-led entrepreneurs I know, Ben Wilson, and what unfolded wasn’t just a podcast interview… it was a masterclass in how to build real wealth without sacrificing what matters most.

Ben and his team have managed over $300 million in real estate assets and surpassed $1 billion in real estate sales.

But here’s the thing…

That’s not why I wanted him on the show.

I wanted him on because Ben figured out something most people don’t realize until it’s too late:

If you don’t understand the rules of the game, you can hit home runs and still lose.

And he learned that lesson the hard way.

In this episode, Ben shares how early financial success almost cost him his marriage, his peace, and everything that truly mattered. He opens up about the pain that forced him to re-evaluate his priorities—and how that pain became the foundation for a radically different way of living, leading, and building wealth.

This is not a hype episode.
It’s not a “get rich quick” conversation.
And it’s definitely not about Lambos or flexing numbers.

It’s about character, legacy, faith, family, and doing business in a way that actually feels good.

Here are a few powerful takeaways you’ll hear in this conversation:

• Why most entrepreneurs play the game of life backwards​
Ben breaks down his “baseball field” analogy—how skipping character and community to chase results leads to burnout, broken relationships, and empty wins.

• The 7 non-negotiables Ben lives by​
These aren’t fluffy values. They’re practical standards he uses to run his family, his businesses, and his leadership. Simple. Clear. Powerful.

• What “living your legacy before you leave it” actually means​
Legacy isn’t what happens after you’re gone. It’s what you model every single day—especially when no one’s watching.

• Why real wealth requires resources, not guilt​
Ben gets real about money. You can’t give freely, live intentionally, or create impact from an empty tank. Wealth isn’t the goal, but it is a tool.

• The underrated ingredient of success most people forget: FUN​
Yes, seriously. Fun isn’t optional. It’s strategic. And Ben breaks down how focus, fearlessness, and freedom all lead to a life that actually feels alive.

One moment that really hit me was when Ben said his goal isn’t to be the ceiling for his kids but the floor.

To create such a strong foundation of values, faith, and discipline that they can build something even greater.

That right there… that’s Happy Hustle energy.

If you’re an entrepreneur who wants more than just financial wins
If you care about your family, your faith, your health, and your impact
If you want to build wealth and enjoy the journey

​This episode is for you.​

Trust me, this one isn’t just something you listen to.
It’s something you feel… and then carry with you.

Let me know what hits home for you after you listen.
I read every message.

Stay aligned. Stay intentional. And keep happy hustlin’.

Keep Happy Hustlin’,

With love & light,

Cary "The Happy Hustler" Jack