Shift AI with Boaz Ashkenazy
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Trust Not Cost Is the Real Ceiling on Agentic AI with Dynatrace Chief Transformation Officer Colleen Kozak

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In this episode of Shift AI, Colleen Kozak, Chief Transformation Officer of Dynatrace, joins host Boaz Ashkenazy for a wide-ranging conversation on what's actually slowing down agentic AI adoption inside the enterprise.


Everyone assumes the blocker is cost. Colleen sees something different playing out across her customers, from token-maxing tech companies to cautious, regulated enterprises: the real hesitation isn't the bill, it's not knowing whether the agent got it right. She walks through what that gap looks like in practice, and what happens once companies decide they're ready to hand agents the keys to take action on their own.


This one's for CTOs, platform engineers, security leaders, and anyone driving AI strategy inside a large organization who's trying to figure out how to move from pilot to production without losing the ability to see what their agents are actually doing.


Chapters

[00:01] Welcome and introductions

[00:32] From mechanical engineering to Chief Transformation Officer

[01:54] The first paycheck: babysitting

[02:42] Inside Dynatrace: Grail, Smartscape, and Dynatrace Intelligence

[06:03] From copilots to full agentic systems

[07:03] Why trust, not maturity, is the real divide between companies

[08:32] Building trust into agents at runtime, and securing a world with more agents than employees

[12:42] Splitting the work: human review, automated review, and internal vs. customer-built agents

[14:15] Tokenomics and choosing the right model for the right job

[16:52] What dogfooding AI internally revealed, and getting SaaS vendors to open their telemetry

[21:00] Sovereign cloud, geopolitics, and the return of on-prem

[23:27] Two words for the future, the jobs question, and hiring at Dynatrace


Connect with Colleen Kozak

LinkedIn: https://www.linkedin.com/in/colleen-kozak

Dynatrace careers: dynatrace.com


Connect with Boaz Ashkenazy

LinkedIn: https://www.linkedin.com/in/boazashkenazy/

Email: info@shiftai.fm

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