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 #295 - Integrating Cloud Security and Cost Management

The Cloudcast #295 - Integrating Cloud Security and Cost Management

Aaron and Brian talk with Aaron Newman (@aaronnewman, CEO / Co-Founder of @CloudCheckr) about the need for consolidated operations tools in the cloud, how to manage security across multiple clouds, ho...

12 Apr 201732min

The ServerlessCast #3 - From Garage to 200k Users in 4 weeks

The ServerlessCast #3 - From Garage to 200k Users in 4 weeks

Aaron and Brian talk with Sam Kroonenburg (@samkroon, Founder of A Cloud Guru) and Peter Sbarski (@sbarksi, Founder of A Cloud Guru) about why they built their platform on serverless, the state of the...

7 Apr 201739min

The Cloudcast #294 - DevOps Before It Was Cool

The Cloudcast #294 - DevOps Before It Was Cool

Aaron talks with Matthew Boeckman (@matthewboeckman, owner dryas.io, ex-VP of DevOps Craftsy) about life in the DevOps trenches at a high growth startup over the course of six years. Lessons learned, ...

2 Apr 201732min

The Cloudcast #293 - Silicon Hollow, From Coal Miners to Coders

The Cloudcast #293 - Silicon Hollow, From Coal Miners to Coders

Brian talks with Justin Hall (@jhalljhall, President of @BitSourceKY) and Payton May (Creative Director of @BitSourceKY) about how they are using developer skills to help rebuild a region that has bee...

22 Mars 201737min

The Cloudcast #292 - VMware, Beyond Virtualization

The Cloudcast #292 - VMware, Beyond Virtualization

Aaron and Keith Townsend (@ctoadvisor) talk to Chris Wolf (@cswolf, VP & CTO, Global Field & Industry at VMware) about emerging trends in the Enterprise and he gives us some insight into where he thin...

17 Mars 201734min

The Cloudcast #291 - Thoughts from Google Cloud NEXT 2017

The Cloudcast #291 - Thoughts from Google Cloud NEXT 2017

Aaron and Brian review the Google Cloud NEXT 2017 event. Show Links: Get a free eBook from O'Reilly media or use promo code PCBW for a discount - 40% off Print Books and 50% off eBooks and videosGoo...

12 Mars 201729min

The Cloudcast #290 - Managing Data Across Multiple Clouds

The Cloudcast #290 - Managing Data Across Multiple Clouds

Aaron and Brian talk with Joe Arnold (@joearnold, Founder/Chief Product Officer @SwiftStack)about the evolution from OpenStack to today’s public cloud world. They discuss how customers are managing, v...

11 Mars 201726min

The Cloudcast #289 - Enabling Voice-First Ecosystems

The Cloudcast #289 - Enabling Voice-First Ecosystems

Aaron talks with Alex Linares (@linaresa, Co-founder & CPO, @VoiceLabsCo) andTerren Peterson (@Terren_in_VA, Alexa Dev Champ, @CapitalOne) about the emerging voice operating system market, driven by p...

24 Feb 201736min

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