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5 founder mistakes that nearly killed their businesses

September 17, 2025 · The Jason Katz Newsletter

Grow & scale your company by systematizing revenue, eliminating bottlenecks, and using AI to build massive competitive advantages.

Most founders try to build the perfect business on paper. Websites, logos, funnels, dashboards. Everything except customers. Dan Koe learned that the hard way. He spent three years “building” before realizing that copywriting and distribution matter more than tinkering. Wes Kao made the opposite mistake at Maven. She chased big-audience instructors only to discover that smaller, hungrier teachers often ran the most successful cohorts.

Aadit Sheth assumed referrals would flow if his product was strong. They didn’t until he leaned into real relationships and gave away most of his knowledge for free. Ed Latimore undervalued his work for years, watching people he trained charge more for worse results. Katelyn Bourgoin trusted client assumptions instead of doing real customer research, and her startup collapsed even with glowing press coverage.

The lesson is not that mistakes can be avoided. It is that ignoring them is expensive. The faster you see where you are drifting: building without customers, chasing the wrong market, neglecting relationships, undervaluing yourself, or skipping research, the faster you can recover.

What about you?

We’ve all been there. What’s the biggest business mistake you’ve made, and how would you handle it differently? Just hit reply, I’d love to hear it.

Onward.

Big Tech’s Dinner Date with TrumpMeta and Apple cozied up to Trump at a White House dinner. Call it policy influence, call it courting power — either way, the AI conversation had wine service.🔗  Read more

Altman on BotsSam Altman says bots have broken social media. Too many fakes, not enough humans. Feeds are starting to feel like ghost towns with spam filters.🔗  Read more

Solar That Works IndoorsScientists just built solar cells that can charge off regular room lighting. Forget plugging in — your IoT gadgets could sip power from your desk lamp forever.🔗  Read more

Silicon Valley vs. DeathTech billionaires are throwing AI and biotech money at the oldest problem in the book: mortality. Spoiler — death is still undefeated.🔗  Read more

Robots Instead of NeedlesTiny bubble-powered microrobots might one day deliver drugs without needles. Shots without shots.🔗  Read more

Mindset

I really think a champion is defined not by their wins but by how they can recover when they fall. - Serena Williams

Hot Takes

Build systems that work while you sleep. Create processes that multiply your effort. Time spent systematizing today saves years of grinding tomorrow.

Feel free to forward this on to someone who might benefit.

Thanks for reading.- Jason

p.s. When you’re ready, here’s how I can help. Ready to stop working so hard in your business? I help growing companies break free from unpredictable revenue, founder bottlenecks, and manual processes that kill competitive advantage. Using the exact same frameworks from my 8 and 10-figure exits, I build complete operating systems that generate predictable growth, eliminate your dependency, and deploy AI where it actually matters. The goal isn’t just bigger revenue, it’s systematic growth that works whether you’re there or not.Connect with me on Linkedin, X, or through my blog.

228 Park Ave S, #29976, New York, New York 10003, United States

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