I Took A Risk

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Taking risks is something we’re rarely taught growing up.

After interviewing over 65 CEOs, networking with hundreds of high-level individuals, and connecting with top earners at major companies, I’ve noticed one common trait that separates them from the average person:

Their ability to tolerate risk.

It's a defining characteristic of the best of the best, yet it's a topic rarely discussed—especially among younger generations.

So, I’m curious—did your parents ever teach you to take risks, or was it more about instilling a scarcity mindset?

Looking back at my own journey over the past five years—whether it was starting multiple companies with friends, landing my first big corporate sales job, or building this newsletter and my podcast—the only regrets I have are the moments I didn’t take bigger risks. Times when I should have doubled down but didn’t, or when I backed off instead of pushing forward.

So many people are taught to follow the traditional path: Go to college, get a degree in something solid (IT, marketing, law, etc.), land an entry-level job, and climb the corporate ladder. Save as much as you can for a rainy day or retirement, and by 65, you’ll be fine.

But doesn’t that sound crazy? Working nonstop from your early 20s until you’re 65 just to get by?

If that sounds acceptable to you, that’s fine—it works for most people. But for those of us who want more, who strive for greatness, that path just isn’t enough.

Personally, I want more for myself and my family. My mission is to achieve my version of “retirement” by the time I’m 40. And I’m not talking about the traditional concept of retirement, where you stop working because you’re old and tired. For me, retirement means being financially free while still working on things I’m truly passionate about.

The best part? Everyone’s journey to this goal can be different. For me, over the next 15 years, I see it as a combination of a few key areas: I plan to continue working in sales (currently software sales) because of its flexibility and high earning potential. I’ll keep growing my podcast, Beyond the Wealth, in the hopes of turning it into a profitable media company. And of course, I’ll be building this newsletter with all of you, ideally partnering with brands I believe in. Lastly, I’ll stay open to the unknown—you never know when a million-dollar idea might cross your path.

Over the past six months, I’ve felt more distant from my goals than ever before. If you’ve been reading my previous newsletters (click here), you’ll know that my biggest realization has been that I was too comfortable. Now, I realize the other missing piece was taking enough risks. These two factors go hand-in-hand because risk pushes you out of your comfort zone—and that’s a good thing.

So, to shake things up, I took a risk with my fiancée, and we moved into a luxury townhouse in a brand-new community in Miami, surrounded by high-income individuals. We could have played it safe—found a decent place, lived well below our means, and avoided stress. But the more I thought about it, the more I wanted to do the opposite.

My fiancée and I are both 25, working in high-earning fields. Instead of asking, “How much can we save?” we asked, “How much more can we earn?” This shift in mindset is the reason we’ll continue to succeed. Instead of stressing over a few thousand saved on rent, we’re focused on making a few thousand extra every month.

Too many young people miss the window where taking risks is the safest, waiting until it’s too late. My goal is to avoid being one of those people.

You’re only 20 connections away from meeting someone who could make you a million dollars—but that person won’t show up without some risk, and maybe a little luck.

Don’t get so caught up in doing what is “financial right” in your 20s because it may rob you of the best time in your life to that one risk that changes it all!



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