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August 21, 2025 11 mins

 I was filming a TV show called Two-Minute Drill with David Meltzer last week. Pitch show format like Shark Tank but for pitching not funding. I was a guest judge alongside pro athletes and celebrities. One of them was Austin Eckler. Running back for the Los Angeles Chargers. And this dude's intensity blew me away. Austin's face was frozen in concentration the entire time. So intently listening to every pitch that they had to do reaction shots of him after because his expression never changed. You could see how he plays football just by watching him judge these pitches. That devotion to the moment. That intensity. It was insane to witness. After we wrapped Austin comes up to me. Starts asking about my life. Kids. Business. Sports. Then he hits me with this question. What's your biggest financial tip for me. I'm like excuse me. Here's a dude making millions of dollars a year in the NFL asking me for financial advice. And I found out he's only 27 years old. What really struck me was when Austin said he loves getting around people who are older than him. One generation above. Because of the wisdom that takes place. And I truly believe wisdom doesn't actually start until you get into your 40s. I wasn't wise in my 20s. Wasn't wise in my 30s. But now in my young 40s I'm starting to see things differently. There's no rush to figure it all out if you're in your 20s or early 30s. Society puts pressure on you but get around people one generation above you. Let their wisdom accelerate your journey. Austin asking me for advice reminded me how powerful that generational wisdom exchange can be.


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