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2015 Chicago Marathon. Mile 13. I’m flying—feeling like I could run forever. Heart surgery, back surgery, barely able to stand a decade before, and here I am crushing it. Then I see the sign: NOT ALMOST THERE.
Everything changed. Heavy legs. Cramping. Mental breakdown. I barely finished what started as my best race ever.
That sign broke me, but it also built me. Southside Chicago kid who studied for 15 seconds between building cars on the assembly line. Graduated in 5 years. Built companies. Sold two. 800 employees. Young father at 20 who figured it out as I went.
I’ve spent 50+ episodes of Not Almost There interviewing experts, and now my cohost and I are diving deeper into the conversations that matter most. We dig into what it really takes—in business, branding, health, life. No fluff. Real talk about building something that matters while the clock’s ticking.
Whether you’re running your first mile or your hundredth company, we’re here to help you go the distance.
Because almost there isn’t good enough.
Episodes
Saturday Jan 10, 2026
Saturday Jan 10, 2026
Though he built and sold two businesses for over $200 million, Joe shares how he still suffered from imposter syndrome and the Fortune 500 Boardroom moment that transformed his mindset about self-doubt, the value of experience and the actions he takes to keep learning (even from his interns).
Key Takeaways:
- Why imposter syndrome is just a story you tell yourself (not reality)
- How doing the work validates your knowledge
- The danger of overestimating others' expertise and underestimating your own
- How building blocks of experience connect backwards when you need them most
- The balance between healthy caution and crippling self-doubt
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