An AI now judges every move Rubrik’s agents make, its AI chief said at VB Transform 2026 — but no one’s measured if the judge is right

At a CISO roundtable organized by Anthropic’s chief information security officer, Dev Rishi asked a simple question: Did everyone in the room have their AI governance and security policies written down? Every hand went up — about 14 people, by his count. His follow-up, about how anyone actually enforces those policies in practice, got a different response. “And everybody chuckled,” Rishi, the GM of AI at Rubrik , recalled at VB Transform 2026 fireside chat in Menlo Park. “It was like the dirty secret in the room that everyone has these policies, but no way to actually make them real.” “Our founder and CTO has actually been really pushing to enable our agents in YOLO mode,” Rishi told the audience. That admission comes from a publicly traded data security firm whose business is backing up what he called the most important data in the world. YOLO mode strips the permission prompt out of agent workflows and lets the agent act on its own. In Rubrik’s version, a second AI judges every action in real time against policy in place of a human clicking approve. Rubrik is running the experiment on itself first. Rishi treats autonomy as a settled capability question and an open judgment question. “If you ask the agent to act autonomously, it will,” he said. “It’s a question that you have internally. Should it?” Rubrik earned that question the hard way. When Claude Code and Cowork pilots rolled out, the company required every command to run in ask mode so the employee issuing it carried the liability, and the developer pushback filled a single Slack thread 120 messages deep. “The developers basically are pushing back, and they’re like, this is like the iTunes service agreement. I’m just hitting check, check, check, check, check, check, check,” Rishi said. “There’s no way that I can actually read through this. And it becomes security theater.” Roughly 80% of respondents are in the same bind, Rishi said, citing Rubrik Zero Labs research that found monitoring and approving agent actions takes more time than the agents save. The State of the Agent, the April report behind that figure, surveyed more than 1,600 IT and security leaders. SAGE is the reason Rubrik trusts the bet. Short for Semantic AI Governance Engine, SAGE is the arbitration layer inside Rubrik Agent Cloud that watches every action an agent takes and reads the semantic intent behind it, then rules the action in or out against policies written in natural language. “We took what people said was human in the loop, a good idea, and we replaced it with AI in the loop,” Rishi said, describing the pitch to security chiefs he characterized as skittish about non-deterministic systems. Security approval, not cost, blocks AI ROI Rishi’s path to Rubrik ran through Predibase , the generative AI infrastructure startup he co-founded and ran as CEO until Rubrik agreed to acquire it in June 2025. Before that, he led ML product at Google on the team that became Vertex AI, served as Kaggle’s first product manager as it grew from about one million to ten million users, and holds bachelor’s and master’s degrees in computer science from Harvard. Over roughly his first three and a half months at Rubrik, Rishi set up 200 customer conversations with IT and security leaders across a customer base that looks like the Global 2000, asking open-ended questions about cost, latency, performance, and orchestration. “Pretty consistently, what I heard through all of those conversations was that all of those are pretty secondary,” he said. “The main challenge is actually, how do I get this approved from a security and risk standpoint? I’m concerned about all the different things that could go wrong. Actually, I felt like that was one of the biggest things constraining ROI.” VentureBeat Pulse research presented on the Transform stage earlier in the day confirms the gap Rishi kept hearing. Two-thirds of enterprises, 66%, already allow or are actively building toward production deployment with zero human review, yet only 5% fully trust the automated evaluations that would make that decision. One AI reading what the rulebook can’t Rubrik’s own policies exposed why written rules fail as enforcement. One internal rule states that agents should respect Rubrik’s customer data use policy, which sounds enforceable until someone tries. “Rubrik’s customer data use policy is like a three-page document of legal text,” Rishi said. “I have no idea how to write that in there as a rule.” Asked on stage how a team of AI infrastructure people took on a problem that security engineers own, Rishi answered, “with a lot of naivety and innocence, honestly.” His team bet that models good at understanding language could police other models, and SAGE became the answer. The case for putting a model in the judgment seat comes down to precision. A rule like “agents should not be able to edit revenue fields in Salesforce” fails in conventional tooling because Salesforce does not delineate which fields count as

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