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(1102)

What are the incentives to share AI learning curves with teammates?

What are the incentives to share AI learning curves with teammates?

SUMMARY: When we get to the end of 2026, how will enterprise companies be measuring the success of their AI projects? And how well will their teams be sharing their AI learning curves? SHOW: 1034 SHOW...

5 Jun 21min

Cerebras is disrupting the market with Fast Inference

Cerebras is disrupting the market with Fast Inference

SUMMARY: After the first successful AI IPO of 2026, we dig into what makes the Cerebras WSE architecture unique in the market for fast inference. GUEST: Andy Hock, Chief Strategy Officer at Cerebras ...

3 Jun 35min

How will team collaboration evolve within Enterprise AI?

How will team collaboration evolve within Enterprise AI?

SUMMARY: The biggest enterprise AI question is which organization can most effectively operationalize, govern, and economically scale AI agents across the business. SHOW: 1032 SHOW TRANSCRIPT: The Ent...

31 Mai 30min

AI News of the Month - May 2026

AI News of the Month - May 2026

SUMMARY: Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, Software Defined Talk and Failover Media) discuss the biggest AI news stories from the month of May, 2026. SHOW: 1031 SHOW TRANSC...

27 Mai 37min

Why Enterprise AI Economics Are Changing

Why Enterprise AI Economics Are Changing

SUMMARY: The biggest enterprise AI question may no longer be Which model is smartest? Instead, which organization can most effectively operationalize, govern, and economically scale AI agents across t...

24 Mai 32min

Can AI Agents be held Accountable?

Can AI Agents be held Accountable?

SUMMARY: As AI Agents are being brought into complex, regulated workflows, we explore the importance of accountability and accuracy, and how platforms and harnesses accomplish that goal. Can the CFO r...

20 Mai 30min

Enabling AI Governance for M365

Enabling AI Governance for M365

SUMMARY: As AI agents become embedded in everyday work, Microsoft 365 governance is no longer a back-office compliance exercise. it’s the “traction control” that lets enterprises innovate faster witho...

17 Mai 31min

An AI Market Analysis, May 2026

An AI Market Analysis, May 2026

SUMMARY: RIP Reasoning, hello The Enterprise AI Show. We do a point-in-time analysis of the AI market for May 2026, across 11 major categories. SHOW: 1027 SHOW TRANSCRIPT: The Enterprise AI Show #102...

13 Mai 40min

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