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 #266 - Impressions from VMworld 2016

The Cloudcast #266 - Impressions from VMworld 2016

Brian talks with Keith Townsend (@CTOAdvisor) about the announcements from VMworld 2016 as well their strategy, customer and technologist feedback, and where this large community is moving forward. Th...

4 Syys 201633min

The Cloudcast #265 - Designing and Deploying Containers at Scale

The Cloudcast #265 - Designing and Deploying Containers at Scale

Brian talks with Jeremy Eder (@jeremyeder; Performance Engineering at @RedHatNews) about the CNCF’s 1000 node cluster, designing large scale cloud-native environments, how testing has evolved with con...

26 Elo 201619min

The Cloudcast #264 - The Evolution of Digital Ocean

The Cloudcast #264 - The Evolution of Digital Ocean

Brian talks with Mitch Wainer (@mitchwainer; Co-Founder of DigitalOcean) and Nick Van Wiggeren (@NickVanWig; Storage Engineering Manager at DigitalOcean) about the overall cloud market, being focused ...

19 Elo 201626min

The Cloudcast #263 - Monitoring Containers with Prometheus

The Cloudcast #263 - Monitoring Containers with Prometheus

Brian talks with Julius Volz (@juliusvolz; Co-Creator of Prometheus) about Project Prometheus, the challenges of monitoring containers, working within the CNCF and where the project will expand. Sh...

11 Elo 201632min

The Cloudcast #262 - Understanding Dropbox's Infrastructure Transition

The Cloudcast #262 - Understanding Dropbox's Infrastructure Transition

Aaron and Brian talk with James Cowling (@jamesacowling; Storage Team Lead @Dropbox) about the Dropbox migration from AWS, project “Magic Pocket”, building distributed systems, lessons learned and how...

2 Elo 201629min

The Cloudcast #261 - Docker Image Compatibility

The Cloudcast #261 - Docker Image Compatibility

Brian talks with (@kelseyhightower; Kubernetes Lead @GoogleCloud) about confusion in the marketplace around Docker “compatibility”. Show Links: Get a free book from O'Reilly media or use promo c...

29 Heinä 201623min

The Cloudcast #260 - Securing Container Workloads

The Cloudcast #260 - Securing Container Workloads

Aaron and Brian talk with Randy Kilmon (VP of Engineering at @black_duck_sw) about the open source vulnerabilities, securing containers and managing the lifecycle of rapidly changing software. Sho...

20 Heinä 201623min

The Cloudcast #259 - Multi-Instance vs. Multi-Tenancy in SaaS

The Cloudcast #259 - Multi-Instance vs. Multi-Tenancy in SaaS

Brian talks with Allan Leinwand (@leinwand, Chief Technology Officer @ServiceNow) about the key characteristics of an “Enterprise Cloud”, why architecture is important for SaaS applications and how cu...

14 Heinä 201628min

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