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
The Enterprise AI Show
An AI Market Analysis, May 2026
Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.
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 #1027 Transcript
SHOW SPONSORS:
- Nasuni - Activate your data for AI and request a demo
- ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
SHOW NOTES:
FEEDBACK?
- Email: show @ the enterprise ai show dot come
- Bluesky: @TheEntAIShow.bsky.social
- Twitter/X: @TheEntAIShow
- Instagram: @TheEntAIShow
Podcasts we love
Check out these other fine podcasts recommended by us, not an algorithm.
Software Defined Talk
Software Defined Talk LLC
Dithering Preview
Ben Thompson and John Gruber
Everyday AI Podcast – An AI and ChatGPT Podcast
Everyday AI
Prof G Markets
Vox Media Podcast Network
Acquired
Ben Gilbert and David Rosenthal
Decoder with Nilay Patel
The VergetheCUBE
SiliconANGLE, Media