I just co-hosted a retreat with a group of multimillionaire entrepreneurs.
9 powerful learnings from the experience:
1. Being impressive to others is overrated.
One of the attendees was a legendary hockey player named Chris Pronger. He delivered a point that hit me hard: “Being impressive to others is overrated. You know what’s much more important? Being impressive to yourself.” Focus on the internal, not the external. Be impressive to yourself.
2. Vulnerability breeds strength.
We all assume that masking our insecurities is the way to be strong, but it couldn’t be further from the truth. Opening up about these insecurities breeds strength—it encourages others to do the same and brings everyone together in a web of support and love.
3. Freedom is the real goal.
People assume that more money equals more freedom. In reality, money is a tool that can be used to gain freedom, but more often, it becomes a liability that keeps you running for more. The ability to do what you want, with who you want, when you want is what everyone prizes above all else.
4. If you want to think bigger, get in bigger spaces.
Your environment creates your reality. When you spend time in big, open, inspiring spaces, your mind becomes big, open, and inspired. If you’re feeling stuck, go for a walk in nature. I guarantee your mindset will shift.
5. You’re never too far along to change the narrative.
You’re never too far along to change the narrative. You are in control of your story. If you’re inspired, it doesn’t matter how many years you’ve been on a path, or how many people know you for that one thing, you can make a change.
6. Planning is overrated, doing is underrated.
Ambitious people place emphasis on planning. But the reality is that the people we admire just started walking—and the way eventually appeared. That "a-ha!" moment of blinding insight is often on the other side of years of gritty effort.
7. Lack of structure is one of the greatest challenges of entrepreneurship.
If you’re coming from a traditional path, you’re accustomed to knowing what to do, when to do it, and how to do it. Entrepreneurs know none of these things, but still need to find a way to thrive. The best advice I can offer: If you’re making the change from a traditional path to an entrepreneurial one, manufacture clear structure to your days.
8. Every day you start at zero.
From the most successful entrepreneur to the person just starting out on the journey, everyone shares one reality: Every single day, you start at zero. Build your showing up muscle—take pride in punching the clock and you’ll thrive.
9. The word “yet” will completely change your life.
You have no idea what you’re capable of. To find out, you have to embrace a “yet” mindset: "I'm not capable of that" becomes "I'm not capable of that...yet." "Yet" is your one word reminder that you can achieve anything that you set your mind to.
Those were my 9 non-obvious learnings from the experience. I hope one of them connects with you and sparks some new positive chain reaction in your life.
I made a full vlog that takes you behind the scenes for the experience. You can watch and subscribe here:
With these kind of views, it’s hard not to think big about the future…
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I’ve been experimenting with AI financial tools. The new AI Advisor release from Origin is neat.
Every day:
1. What happened in markets 2. What it means FOR YOU
Then prompt AI Advisor for recommendations based on trends.
(not an investor, just a user and fan)
The power of stuff like this is in democratizing access to sound financial advice.
There’s a huge segment of the population that will be able to connect financial accounts and get personalized/customized financial guidance at a strong CFP level.
I don’t think it eliminates human financial advisors.
More like augments + broadens access to important information.