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

with Jason Katz · Kindling Solutions

August 17, 202600:26:27Littleton, CO

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

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Show Notes

There is a stretch of company building nobody puts on a slide. You are planting seeds everywhere, a partnership here, a product there, a hire, a channel, a half-finished automation, and nothing talks to anything.

Funding stage: Bootstrapped. Kindling Solutions is a founder-funded AI systems consultancy with no announced outside capital.

Then, if you held the vision long enough, the seeds start to vine. They reach for each other. And one morning the disparate mess is a single organism, and Jason Katz, co-founder of Kindling Solutions, is on the mic calling it a symphony and then immediately apologizing for calling it a symphony. This episode of What It Do is the good-times episode. Two guys in their forties, both mid-swing, both refusing to downplay a win. Jason has spent 17 years leading companies from startup to scale and now builds AI-run operations for other people's businesses. Ryan just launched gethowdi.com, an autonomous sponsorship agent for independent creators, off the back of a host-read ad platform that moved millions in sponsorship revenue.

But the actual meat here is not the wins. It is the price of them. Jason spends a long stretch dissecting the thing that made his career and nearly cooked him: raising his hand for jobs he had no business taking, then forcing himself to become qualified in public. Fifteen years of what he calls PhD education mode. It worked. It was also, in his words, a pressure cooker he built himself. And the correction he offers is not “relax.” It is calibration. Always carry something a little heavy. Live in the gray. Just do not put the whole cross on your back to prove a point to people who are not watching.

Then there is the relationship math, which is the part young founders sleep on hardest. The strategic partnerships lighting up Jason's calendar right now trace back to phone calls with people he met a decade ago, not a network he bought, a network he earned by being reliable when nothing was at stake. Ryan brings in the line he got from Jeremy Wrathall, founder of Cornish Lithium: be interested, and be interesting. Curiosity carries the relationship. Having a life makes you worth being curious about.

Ryan just got back from the Yucatán. Cenotes, Mayan ruins, one very close call with a crocodile. And the takeaway he brings home is the most founder thing in the episode: walk the ruins at Ek Balam, then drive through the modern Mayan village down the road. Temple, then chapel. Council building, then state building. Ball court, then soccer field. Fifteen hundred years apart and humans laid out the exact same city. Demand does not change. Only the tooling does. Which is the entire thesis of what Jason builds for a living.

Named Frameworks

The Scattered Seeds Doctrine

Jason's model for the disorienting middle of company building.

  • Plant strategic seeds early, even when they look unrelated to each other.
  • Hold the vision hard enough that you can tolerate the incoherence.
  • Expect a phase where the seeds don't communicate and attention feels shredded.
  • The test of a real strategy is whether the parts eventually reinforce each other, not whether they made sense on day one.

Live In The Gray

The healthier replacement for "never get comfortable."

  • Don't stay comfortable, because comfort is where growth stops. Don't crush yourself proving a point either.
  • Always be carrying something a little heavy, deliberately chosen.
  • Evaluate opportunities through the obstacle-is-the-way lens, then take the right amount of weight.
  • Compounding discomfort beats occasional heroic suffering.

The Pressure Cooker Ledger

How raising your hand becomes an education.

  • Volunteer for roles you're not yet qualified for, and trust your ability to figure it out faster than the situation can break you.
  • Accept that the pressure is the curriculum.
  • Bank the compounding: 15 straight years of learning something new is an unmatchable moat.
  • Jason's caveat: the motivation should be growth, not proving yourself to people you put on a pedestal.

Interested And Interesting

Sourced from Jeremy Wrathall, founder of Cornish Lithium, via a prior episode.

  • Be interested: genuine curiosity is what actually sustains a relationship for a decade.
  • Be interesting: grinding nonstop makes you boring, and boring people don't get called back.
  • Do things outside work specifically so others have a reason to be curious about you.
  • Relationships built this way compound into partnerships you can't buy later.

Stop Being The System

The Kindling Solutions thesis, straight from the business.

  • If work only moves when you're in the middle of it, you are the system.
  • A business living in one person's head is not leverage, it's a liability.
  • Tools don't scale a business, systems do. Build AI roles into the operation, not a pile of subscriptions around it.
  • The goal: work completing without constant human coordination, and capacity scaling without hiring.

The Mayan Village Test

Ryan's field-observed framework for durable demand.

  • Ancient site: temple, council building, side houses, ball court. Modern village down the road: chapel, state building, homes, soccer court.
  • Same layout, 1,500 years apart.
  • Human needs are stable. Tooling is what turns over.
  • Build for the need, not the tool, and you get to keep the business when the tool changes.

Founder Experiment

Run the Five Day Bottleneck Log before you buy another AI tool. Open one note titled “Waiting On Me.” For five days, every time something in your business stalls because it needs you specifically, log three things: what stalled, how long it sat, and what you actually did to unstick it. Approvals count, “quick questions” count, being the human router between two tools counts. Do not fix anything yet, just observe. On day six, sort the log by frequency, not drama, you're looking for the thing that showed up eleven times and cost four minutes each. On day seven, take the top item and answer three questions in writing: what triggers it, what decision gets made, what output ships. If you can answer all three, that task is a candidate for an AI role, not a to-do list item. Install one, one job done reliably on a rhythm without you babysitting it, and measure the same metric 30 days later: how many hours came back, and did anything fall apart in week two. Success metric: five or more hours per week returned inside 30 days, with zero increase in dropped balls. If quality slipped, you automated a task that needed judgment, so move up one level and automate the routing instead.

Glossary

Agentic operating system

A connected layer of AI agents and automations that runs defined roles inside a business, rather than a collection of standalone tools a human has to coordinate.

Blueprint

Kindling's diagnostic engagement that maps how work actually moves, finds the constraint, and defines what to build first. Listed at 21 days and $5K.

FullStak

Kindling's full build: a custom AI team installed across the business so output scales without the founder in the middle.

In-House Agent

Kindling's smaller entry point: one AI role installed to solve one defined problem.

The obstacle is the way

Stoic principle popularized by Ryan Holiday from Marcus Aurelius. The impediment to action advances action; what blocks the path becomes the path.

Cenote

A natural limestone sinkhole filled with groundwater, common across the Yucatán. Fresh water access is a major reason the Maya thrived in the region.

Ek Balam

Mayan archaeological site meaning "black jaguar," founded in the 3rd century BCE and inhabited through the 11th century.

Host-read advertising

Sponsorship read by the show host in their own voice, which historically outperforms produced spots on trust and conversion.

Autonomous sponsorship agent

An AI system that sources, matches, and closes sponsorship and partnership deals for creators without a human sales team in the loop.

Q&A: What Founders Ask After This Episode

How do I scale my business without hiring more people?

Install systems before you install headcount. Jason Katz describes building AI-run roles into the operation itself so tasks get captured, routed, executed, and shipped without a human coordinating every handoff. Headcount should be the answer to sustained, proven pain, not the reflex to growth.

What should a founder automate first with AI?

The task that stalls most often waiting on you, not the one that feels most annoying. Log every bottleneck for five business days, sort by frequency, and automate the highest-frequency item with a clear trigger, a clear decision, and a clear output.

What is an agentic operating system for a business?

It's the operating layer behind the work rather than a set of tools bolted on top. It includes automation, AI agents, dashboards for real-time visibility, and the standards and accountability that keep the system from collapsing after the second week.

How do founders stay ambitious without burning out?

Jason's answer after doing it the hard way for 15 years: live in the gray. Always carry something a little heavy and deliberately chosen, but stop taking on maximum weight to prove yourself. Discomfort compounds. Self-inflicted crisis does not.

Do relationships or experience matter more early in a career?

Relationships, because you can build them before you have experience. Show up, be disciplined, be a good person, and learn relentlessly. Jason's current strategic partnerships come from people he met ten years ago, when he had nothing to offer them but reliability.

Why do AI tools fail to deliver results for small businesses?

Because tools are not systems. Buying subscriptions without redesigning how work moves just adds surface area. The leverage comes from building AI into the workflow itself, so work completes rather than queues.

How can podcasters get sponsors without a sales team?

Autonomous sponsorship agents are emerging for exactly this. gethowdi.com is one, currently in alpha, built to find sponsorships and partnerships for independent creators.

URLs Mentioned in the Episode

Links & Resources