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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Kubernetes Community and Career Building

Kubernetes Community and Career Building

Steve Buchanan (@buchatech, Principal PM @Azure, Author @Pluralsight) talks about his journey in Kubernetes community, building a personal brand through education and sharing, content creation and ma...

26 Apr 202341min

Reviewing KubeConEU 2023

Reviewing KubeConEU 2023

KubeConEU 2023 in Amsterdam had over 10,000 attendees. What were the highlights and new trends happening in the CNCF ecosystem? SHOW: 713 CLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotw CHECK ...

23 Apr 202324min

Fax to the Future

Fax to the Future

Shawn Freligh (SVP/GM, Content Lifecycle Automation @UplandSoftware) talks about cloud delivery, AI and Security in managing document workflows and fax integrations. SHOW: 712 CLOUD NEWS OF THE WEEK...

19 Apr 202332min

How Incumbents Thrive and Survive

How Incumbents Thrive and Survive

How much of an impact has Digital Transformation really had on major markets? How often do unicorns disrupt incumbents? Let’s dig into the data over the last 30 years. SHOW: 711 CLOUD NEWS OF THE WEE...

16 Apr 202331min

SBOM and Software Supply Chain

SBOM and Software Supply Chain

Rob Szumski (@robszumski, Founder/CEO @Edgebitio) talks about the evolution of software supply chains, SBOMs, and managing software dependencies in the age of cloud-native apps. SHOW: 710 CLOUD NEWS O...

12 Apr 202328min

A Framework for Making Sense of AI Chaos

A Framework for Making Sense of AI Chaos

AI is either having its 15 minutes of fame, or completely reshaping every aspect of technology (and maybe every aspect of life), right now. How is everyone comprehending this shift? SHOW: 709 CLOUD N...

9 Apr 202325min

The Evolution of SaaS Business Models

The Evolution of SaaS Business Models

Jamin Ball (@jaminball, Partner @ Altimeter Capital, author Clouded Judgement) talks about SaaS business models, common SaaS terminology in judging financials, models for multiples, the impact of inte...

5 Apr 202341min

Free Lunches Don't Last for Long

Free Lunches Don't Last for Long

Free is great, until it isn’t. Now that the unicorn buffet of VC funding has less cheap money, expect to see more announcements about free stuff no longer being free. SHOW: 707 CLOUD NEWS OF THE WEE...

2 Apr 202326min

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