The Debugged Agenda

Jason Short

We demystify what happens in the boardroom from a technology and C-Suite perspective.

Episodes

  1. Jul 9

    Kathy Keating - The Decisions Nobody in the Boardroom Wants to Make

    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 equipped to manage, including a pointed observation that most C-suites still have no shared operating system, no clear decision-making discipline, and no common language for talking about what technology actually delivers.

  2. Jun 4

    John Basso - What Actually Breaks Engineering Organizations - Part 2

    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 2

  3. May 11

    John Basso - What Actually Breaks Engineering Organizations - Part 1

    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 reasonable in the moment become the ones you are still cleaning up two years later. If you lead engineers, work alongside engineers, or hire them — this one is for you.

    John Basso - What Actually Breaks Engineering Organizations - Part 1
  • 3 Episodes

Ratings & Reviews

5
out of 5
2 Ratings

About

We demystify what happens in the boardroom from a technology and C-Suite perspective.

Information

  • Creator
    Jason Short
  • Years Active
    2026
  • Episodes
    3
  • Rating
    Clean
  • Copyright
    © 2026 The Debugged Agenda
  • Show Website
    The Debugged Agenda