What happens when successful companies face a game-changing technology that rewrites the rules? This is the third episode in our series on how AI is reshaping and rebuilding monday from the inside out. In this episode, monday co-CEOs Roy Mann and Eran Zinman join Darya Wertheim to talk about the practical challenges of managing organizational change when the technological landscape shifts.

Drawing on frameworks from the book "The Innovator's Dilemma," Eran and Roy break down why the strongest, best-managed companies are actually at the highest risk of being disrupted during the AI revolution. They dive into the friction of balancing the urgent demands of existing customers and current product commitments with the strategic necessity of betting on an unmapped future.

The discussion unpacks why it is so difficult for software companies to let go of legacy paradigms, why market dynamics always win in the end, what makes AI fundamentally different from any technological wave we have seen before and, of course, exactly where all of this meets monday.

Note: This episode is an AI translation of the original Hebrew version released in February 2026.

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