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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Episoder(1090)

 The Rise of Digital Sovereignty

The Rise of Digital Sovereignty

We take a listener question about digital sovereignty, tariffs and UK/EU independence from large US cloud providers, also Brian reaches out to the Melbourne, AUS listeners. SHOW: 998 SHOW TRANSCRIPT:...

1 Feb 32min

AI & Cloud Trends for January 2026

AI & Cloud Trends for January 2026

Aaron Delp (@aarondelp), Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, @SoftwareDefTalk) discuss the top stories in Cloud and AI from January 2026. SHOW: 997 SHOW TRANSCRIPT: The Cloudca...

28 Jan 47min

10 Questions about what Cloud 2.0 might look like

10 Questions about what Cloud 2.0 might look like

Following on the discussion of the Cloud 1.0 to Cloud 2.0 transition, we explore what that future cloud might look like. SHOW: 996 SHOW TRANSCRIPT: The Cloudcast #996 Transcript SHOW VIDEO: https://y...

25 Jan 23min

The Cloudcast Playbook - Lessons from 1000 Shows

The Cloudcast Playbook - Lessons from 1000 Shows

After 1000+ shows of The Cloudcast, when critical lessons have we learned about the industry, our our journey, and tips for anyone in tech. SHOW: 995 SHOW TRANSCRIPT: The Cloudcast #995 Transcript SH...

21 Jan 49min

 It's the beginning of Cloud 2.0

It's the beginning of Cloud 2.0

15 years ago, when we started The Cloudcast the definition of cloud was pretty clear cut. But now in 2026, the rules are all different and a new era of Cloud is upon us. Let’s explore what the next ge...

18 Jan 21min

RAG That Survives Production

RAG That Survives Production

Adam Kamor (@tonicfakedata, Founder & Head of Engineering) talks about building RAG (Retrieval Augmented Generation) systems in production for AI data. SHOW: 992 SHOW TRANSCRIPT: The Cloudcast #992 T...

14 Jan 22min

20 Years of OSS Databases

20 Years of OSS Databases

Peter Zairsev (@PeterZaitsev, Founder of @Percona) talks about the history of OSS databases, and how AI is reshaping the demands on modern databases. SHOW: 991 SHOW TRANSCRIPT: The Cloudcast #991 Tra...

7 Jan 25min

AI & Cloud Trends for December 2025

AI & Cloud Trends for December 2025

Aaron Delp (@aarondelp), Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, @SoftwareDefTalk) discuss the top stories in Cloud and AI from December 2025. SHOW: 990 SHOW TRANSCRIPT: The Cloudc...

4 Jan 44min

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