Assaf Elovic Takes on the SMB AI Revolution

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Assaf Elovic Takes on the SMB AI Revolution

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What does “Head of AI” actually mean inside a company like Monday.com and why are SMBs such an insane AI opportunity? In this episode, Eden talks with Assaf Elovic, Head of AI at Monday.com, about bringing a massive SaaS company from “almost no AI” to AI products that ship real value across millions of users. Assaf shares how his role evolved from a 0→1 “startup inside Monday” to building an internal AI platform and culture the whole company can build on. They break down why AI is 10% model, 90% workflows and culture, and why SMBs don’t need more magical chatbots - they need AI that is transparent, constrained, and deeply tied to the way they already work. Assaf walks through Monday’s first failed AI co-pilot, why users didn’t know what to ask, and how they reversed course by killing the chat, embedding AI Blocks directly into boards, and then adding explainability and feedback to rebuild trust. From there, they zoom out to how Monday runs AI internally: AI Champions across departments, an “AI month” where everyone paused roadmaps to build AI, and a bottom-up culture where people share new papers and tools because they’re genuinely afraid to miss the next unlock. For founders, Assaf and Eden get tactical: Why risk analysis with generic LLMs backfired and what it taught them about subjective risk and domain-specific models How to think “business problem → research task → product,” instead of doing cool research and hoping it lands A simple framework for interviewing SMBs and finding a first workflow worth automating Why a two-person startup today should be obsessed with voice agents and narrow, high-value workflows If you’re building AI for real businesses, especially SMBs, this episode is a playbook on turning research into product, closing the trust loop with users, and using AI to actually do the work, not just manage it. Please rate this episode 5 stars wherever you stream your podcasts!

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