Jason Short
The Debugged Agenda
We demystify what happens in the boardroom from a technology and C-Suite perspective.
Author
Jason Short
Category
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
Kathy Keating - The Decisions Nobody in the Boardroom Wants to Make 09.07.2026 53:35
In this episode of The Debugged Agenda, the conversation opens with a live example: Keating recently used Claude as a full partner to design an enterprise service experience from the ground up, and walks through why service design, not AI tooling, is now the true competitive moat. From there, she and Jason examine the widening gap between what AI makes possible and what most executive teams are eq...
John Basso - What Actually Breaks Engineering Organizations - Part 2 04.06.2026 37:41
Part 2 with John Basso who specializes in corporate transformations is now LIVE. Our conversation about organizational trust reaches beyond technology and dives into the psychology of team performance.
John Basso - What Actually Breaks Engineering Organizations - Part 1 11.05.2026 37:33
In this first episode of Debugged Agenda, Jason Short sits down with John Basso for an unfiltered conversation about what actually breaks engineering organizations. Not the version that gets shared at conferences. The real one. They get into the moments where leadership loses trust in the tech team, where communication breaks down before anyone admits it, and where the decisions that seem reasonab...
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