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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AI & Cloud Trends for March 2025

AI & Cloud Trends for March 2025

Aaron Delp, Brian Gracely and Brandon Whichard discuss the top stories in Cloud and AI from March 2025 including recent M&A activity. SHOW: 911 SHOW TRANSCRIPT: The Cloudcast #911 Transcript SHOW VIDE...

2 Huhti 202550min

That Feeling of Losing Technical Knowledge

That Feeling of Losing Technical Knowledge

What happens when you consider moving from a technical role to a lesser technical role? What are the trade-offs? What new skills do you need to evolve? SHOW: 910 SHOW TRANSCRIPT: The Cloudcast #910 Tr...

30 Maalis 202521min

Virtualizing Kubernetes Clusters

Virtualizing Kubernetes Clusters

With Kubecon coming up next week, we speak to Lukas Gentele (@LukasGentele, Co-Founder/ CEO at Loft Labs (@loft_sh)), about virtualizing Kubernetes SHOW: 909 SHOW TRANSCRIPT: The Cloudcast #909 Trans...

26 Maalis 202533min

Are Acquisitions Making a Comeback?

Are Acquisitions Making a Comeback?

We’re starting to see some hints that M&A activities might start heating up in the tech sector again. So what should you expect if a company gets acquired? What are some common scenarios and activitie...

23 Maalis 202532min

Migrating from Infrastructure as Code

Migrating from Infrastructure as Code

Adam Jacob (@adamhjk, CEO/Founder @thesysteminit) talks about the evolution and intersection of DevOps 2.0, Infrastructure as Code (IaC), and what’s next SHOW: 907 SHOW TRANSCRIPT: The Cloudcast #907 ...

19 Maalis 202533min

Decoding Corporate Communications

Decoding Corporate Communications

How well does your company handle internal and external corporate communications? Are company town halls a nightmare? How should you engage with them and how can the company manage them better? SHOW: ...

16 Maalis 202535min

AI Impacts Across Organizations & Startups

AI Impacts Across Organizations & Startups

Jon Duren, Sr. Practice Manager, AI & Data @wwt_inc & Druce MacFarlane, Product @Infoblox talks about the intersection of AI, Startups, and Enterprise Trends. SHOW: 905 SHOW TRANSCRIPT: The Cloudcast ...

12 Maalis 202525min

Five Things I Did This Week

Five Things I Did This Week

Does your management chain know what you’re doing to bring value to your company, your group or just your role? How do you communicate value for accountability, visibility, and promotability? SHOW: 90...

9 Maalis 202531min

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