AI Builders Brief
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Follow builders, not influencers.

2026.05.30

25+ builders tracked

TL;DR

Boris Cherny said agentic workflows beat speedups by a mile. Garry Tan argued money amplifies demand, not creates it. Aaron Levie called a $500M custom build a bullish ad for software, while No Priors warned agents need guardrails before they become enterprise liabilities.

BUILDER INSIGHTS
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Boris Cherny Boris Cherny anthropicai

Agentic workflows beat speedups by a mile

Salesforce’s Claude Code rollout is the real story: they didn’t just make existing work faster, they deleted steps, removed handoffs, and let agents own chunks end to end. A migration they thought would take 231 days shipped in 13, and one PR landed 21 endpoints with 100% test coverage. Boris says the kicker is quality didn’t slip — incidents fell 5% even as output climbed.

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Garry Tan Garry Tan CEO, ycombinator

Money amplifies demand — it doesn’t create it

He says founders keep mistaking funding for traction: if people don’t want the product yet, more cash just pours gasoline on a fire that isn’t lit. The sharper YC take here is simple — stop chasing money and go make the first fire.

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Aaron Levie Aaron Levie CEO, box

$500M custom build is a bullish ad for software

A company spending $500M to recreate an app layer is basically a giant billboard for software. The nuance matters, but the takeaway is clear: if a business is willing to pay that much to own the experience, the app layer still has plenty of value left.

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PODCAST HIGHLIGHTS
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AI agents need guardrails before they become enterprise liabilities

The Takeaway: The real AI security problem isn’t prompts — it’s autonomous agents taking the wrong actions at scale.

  • Enterprises can’t rely on human review anymore when agent actions are multiplying 100x to 1,000,000x.
  • Existing security tools miss the core issue: they can see activity, but not whether an agent’s next move is actually safe.
  • The winning control layer will be small, fast models that decide when a smarter agent needs to step in — not giant models reviewing everything.

Maxim Bar Kogan, cofounder and CEO of Onyx Security, is building what he calls an “AI control plane” for enterprises: agents that watch other agents. His bet started early, when AutoGPT hinted that LLMs could stop generating text and start taking actions. Back then, most buyers thought he was too early. Now, with coding agents like Claude Code and enterprise adoption accelerating, the risk has caught up to the vision.

His core argument is blunt: traditional security breaks down when software is allowed to act like a human. Identity tools assume permissions can be tightly scoped, but agents need broad access to be useful. Endpoint and API tools can log what happened, but they can’t tell whether the model was justified in doing it. As he puts it, the hard part is “understanding what another AI system is thinking, what is it planning to do.”

Onyx’s answer is not to run a giant model on every action. That would be too slow and too expensive. Instead, they train small models that are good at one job: deciding when a higher-level review is needed. It’s a blitz-chess mindset — spend almost no compute on routine moves, then slow down hard when the position gets dangerous. Kogan thinks that same logic will define AI governance as models get smarter and more autonomous.

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