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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The Cloudcast #244 - Engineers, Coffee & AWS Lambda

The Cloudcast #244 - Engineers, Coffee & AWS Lambda

Aaron and Brian talk with Donnie Flood (@floodfx) and Larry Ogrodnek (@ogrodnek) about their podcast @EngineersCoffee, their experience at Bizo, and their fascination with serverless computing (or eve...

3 Apr 201633min

The Cloudcast #243 - Understanding Azure Stack

The Cloudcast #243 - Understanding Azure Stack

Aaron and Brian talk with Corey Sanders (@CoreySandersWA; Director of Program Management @Microsoft) and Ryan O’Hara (Director Private Cloud Solutions @Microsoft) about how Microsoft is attempting to ...

18 Mars 201640min

The Cloudcast #242 - Understanding Serverless Applications

The Cloudcast #242 - Understanding Serverless Applications

Aaron and Brian talk with Joe Emison (@JoeEmison; Founder and Chief Technology Officer @ BuildFax) about building a digital business, the challenges of platforms, and why he’s moving more applications...

11 Mars 201634min

The Cloudcast #241 - Technology Trends Outside Silicon Valley

The Cloudcast #241 - Technology Trends Outside Silicon Valley

Aaron and Brian talk with Keith Townsend (@CTOAdvisor) about emerging technology trends, how Enterprises around the world differ from the Bay Area, the organizational challenges of containers, and his...

5 Mars 201635min

The Cloudcast #240 - Learning How to Become an AWS Guru

The Cloudcast #240 - Learning How to Become an AWS Guru

Aaron and Brian talk with Ryan Kroonenburg (@acloudguru and @KroonenburgRyan, AWS Cloud Architect) and Anthony Stanley (@IamStan, AWS Cloud Architect) from A Cloud Guru about their passion for teachin...

26 Feb 201627min

The Cloudcast #239 - Deploying Security without Borders

The Cloudcast #239 - Deploying Security without Borders

Aaron and Brian talk with Alan Cohen (@ascohen, Chief Commercial Officer @illumio) about disrupting long-held technology architectures, the challenge of deploying and operating new technologies, and h...

19 Feb 201637min

The Cloudcast #238 - Challenges in Operations, Containers and Microservices

The Cloudcast #238 - Challenges in Operations, Containers and Microservices

Brian talks with Rob Hirschfeld (@zehicle, Founder/CEO of RackN) about the evolution of OpenStack, Containers, his company RackN and Digital Rebar, and how Microservices and DevOps go hand-in-hand. ...

12 Feb 201637min

The Cloudcast #237 - Cloud Native SDN

The Cloudcast #237 - Cloud Native SDN

Brian talks with Chris Marino (@chris_marino, Founder/CEO of Pani Networks) about the his new startup, the evolution of networking for Cloud Native applications, and the opportunities to change networ...

1 Feb 201634min

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