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THE DEBUGGED AGENDA cuts through the noise of the boardroom. It’s where technology, finance, and business collide, and leaders share candid stories, real conflicts, and lessons you can actually use.
Behind every CTO title is a story: tough choices, messy negotiations, and the leap from code to leadership. The Debugged Agenda, hosted by Jason Short of CH2 Solutions, strips away the ego to show how tech leaders actually get there and what they wrestle with once they do. Whether you’re an engineer weighing your next move or an exec navigating the C-suite, you’ll get real insight without the jargon.
recent episodes
Episode 1
EP 1 - Part 1 with Guest: John Basso
Published
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.
Runtime
38 minutes
Episode 1
EP 1 - Part 1 with Guest: John Basso
Published
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.
Runtime
38 minutes
Episode 2
EP 2 - Part 2 with Guest: John Basso
Published
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.
Runtime
38 minutes
Episode 2
EP 2 - Part 2 with Guest: John Basso
Published
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.
Runtime
38 minutes
Episode 3
EP 3 - Kathy Keating
Published
In this episode of The Debugged Agenda, the conversation opens with a live example: Kathy 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.
Runtime
54 minutes
Episode 3
EP 3 - Kathy Keating
Published
In this episode of The Debugged Agenda, the conversation opens with a live example: Kathy 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.
Runtime
54 minutes
THE DEBUGGED AGENDA cuts through the noise of the boardroom. It’s where technology, finance, and business collide, and leaders share candid stories, real conflicts, and lessons you can actually use.
Behind every CTO title is a story: tough choices, messy negotiations, and the leap from code to leadership. The Debugged Agenda, hosted by Jason Short of CH2 Solutions, strips away the ego to show how tech leaders actually get there and what they wrestle with once they do. Whether you’re an engineer weighing your next move or an exec navigating the C-suite, you’ll get real insight without the jargon.
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Jason Short
CTO and Technical Advisor, bridges the gap between business and technology with clarity and candor. A seasoned builder and problem-solver, he cuts through complexity to deliver practical, high-impact solutions.
Connect with Jason:
jason@debuggedagenda.com
https://www.linkedin.com/in/jasonbshort/