The Enterprise AI Show

The Enterprise AI Show explores the AI journey for Enterprise companies around the world. [formerly The Cloudcast]


As the AI revolution moves from experimentation to execution, The Enterprise AI Show provides the clarity needed to lead. Join Aaron Delp and Brian Gracely as they explore the intersection of generative AI, enterprise systems, and global business strategy. Each episode features clear-headed conversations with the people making actual decisions—founders, investors, and practitioners—focusing on the technical architectures and business models that drive real-world ROI.


New shows every Wednesday and Sunday.


Topics: Enterprise AI strategy · The AI Economy · LLMs in production · AI leadership · Agentic AI · Digital Sovereignty · Machine Learning · AI startups · Cloud Computing

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Cloud Marketplaces

Cloud Marketplaces

John Jahnke (CEO of @Tackleio) talks about the rise of Cloud Marketplaces, the evolution of B2B purchasing for cloud products, and the relationship between software vendors and cloud providers. SHOW:...

4 Maj 202235min

SLOs for Everyone

SLOs for Everyone

No Brian (Gracely) for a Sunday Perspective this week. We have Brian Singer (@brian_singer, CPO @nobl9inc) talking about Service Level Objectives (SLO), what they are, why they matter, and how to use ...

1 Maj 202226min

CI/CD Monitoring and Flaky Testing

CI/CD Monitoring and Flaky Testing

Borja Burgos (@borja_burgos, Director of Product @datadoghq) talks about monitoring and measuring CI/CD environments, “shift left” for security and test coverage, and understanding test coverage patte...

27 Apr 202236min

Explaining Twitter to a 5yr old

Explaining Twitter to a 5yr old

Could you explain Twitter to a 5yr old? Some things are just difficult to explain, and this week we look at the challenges of trying to explain complex technical concepts to everyday people. SHOW: 61...

24 Apr 202227min

DataCenter-as-a-Service

DataCenter-as-a-Service

Ian McClarty (President @PhoenixNAP) talks about the evolution of the CoLocation and DataCenter-as-a-Service market, cloud repatriation, how software has changed the economics and working closely with...

20 Apr 202232min

Transitioning from Engineering to Product

Transitioning from Engineering to Product

Transitioning from a technical role to a “less” technical role can be scary. Let’s look at how you might evaluate a change, and some tips to succeed in the transition. SHOW: 609 CLOUD NEWS OF THE WE...

17 Apr 202231min

Database Caching as a Service

Database Caching as a Service

Ben Hagan (@ben_hagan, Founder/CEO @polyScaleAI) talks about the challenges of database performance, distributed data and applications, and how caching-as-a-service can improve performance. SHOW: 608...

13 Apr 202231min

The Unexpected Pace of Technology Adoption

The Unexpected Pace of Technology Adoption

Every week we talk about new technologies and new trends. But studies show us that new technology adoption tends to be very slow, especially at high levels. What’s behind the inability of new tech to ...

10 Apr 202225min

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