The CTO Playbook
79: What Engineers Really Need from Their Leaders: A Conversation with Massimo Belloni
20 January 2026 0:00
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About this episode
Build your own CTO Playbook at www.theCTOplaybook.com — the leadership platform built for the full CTO journey. Coaching, podcast, and community to help you lead with clarity, confidence, and strategic impact.
Most CTOs fail not because of bad decisions, but because they stop asking why.
In this episode, I sit down with Massimo Belloni, Head of Machine Learning and Data Science at Docplanner, to discuss what real technical leadership looks like when the answers aren’t obvious.
We dig into bold CTO leadership, why engineering leadership is mostly...
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