Two Purple Belts on Scaling Startups With AI, Stoicism, and Cold Plunges

In the beginning, the seeds are everywhere and nothing is talking to each other.That is the exact feeling Jason Katz describes at the top of this What It Do check-in, and if you have ever built anything from zero, your stomach just dropped a little. You are running six initiatives. None of them touch. You are shifting attention left and right and none of it compounds. It is disorienting. And then, if you hold the vision long enough and cultivate the right things, the seeds start to grow like vines, they connect, and suddenly you are not running six disparate projects anymore. You are running one organism. Jason calls the moment it clicks a symphony, and he is not being modest about it.This one is different from a standard What It Do. Ryan and Jason both showed up on the same wave: two purple belts in their forties, both coming off a break, both watching years of quiet groundwork finally pay out at the same time. Ryan floats renaming the show "Stoic Jiu-Jitsu Guys in Their 40s Celebrating Their Wins," and honestly, that is the episode.The tension underneath the celebration is the good part. Jason spends the first half telling younger founders not to try to prove themselves, and then spends the second half admitting that his entire career was built on doing exactly that. He raised his hand for roles he had no business taking. He put himself in pressure cookers where the only exit was to shine. It worked, he is batting 1000 on do or die, and he has been in what he calls PhD education mode for fifteen straight years. He also says plainly that there is a healthier way to do it, and he did not take it.What emerges instead is a calibration: not zero pressure, not crushing pressure, but permanent low-grade discomfort. Always carry something a little heavy. Live in the gray. That is the version he would sell to a 25-year-old.Then there is the relationship math. Jason is currently in conversations about strategic partnerships that trace directly back to people he met a decade ago. Not networking. Not a CRM sequence. Just being a decent, disciplined, curious person for ten years and then picking up the phone. Ryan brings in a gem from Jeremy Wrathall, founder of Cornish Lithium: be interested, and be interesting. Interested carries the relationship. Interesting earns you the right to be interesting to somebody else. Grinding alone does neither.The travel stretch in the middle earns its keep. Ryan went to the Yucatán, climbed Ek Balam, swam cenotes, and came back with a founder observation dressed up as an anthropology lesson: the ancient Maya city has a temple, a state building, side houses, and a ball court. Drive fifteen minutes to the modern village and you find a chapel, a state building, side houses, and a soccer court. Twelve hundred years later, humans are still laying out the same city. Jason counters with a cave dive story that is either a spiritual experience or an OSHA violation depending on your risk tolerance.Ryan closes with a launch. Howdi went live this week at gethowdi.com, built on the back of Wildcast, his host-read advertising platform. The pitch: an autonomous AI sponsorship agent named Casey Taylor that sources real partnership opportunities for independent creators, starting with podcasters. Alpha is open.--kindlingsolutions.comhttps://www.linkedin.com/in/jasonkatz99/https://www.linkedin.com/in/estesryan/#1 AI Founder Newsletter!https://aiforfounders.coBuild your audience for life!https://inboxalchemy.co/If you're not AI native; you're not getting the job!https://ainativestudent.com/Get 35% off any supplement subscription with Momentous!https://crrnt.app/MOME/8RDrnXDdUse code RYAN30 to save $30 on your AI men's fashion stylist!https://taelor.style/Your podcast's autonomous AI sponsorship agent!https://gethowdi.com/