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PODCAST

The Enterprise AI Show

Massive Studios

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

technology tech news

All Episodes

31:43

Enabling AI Governance for M365

The Enterprise AI Show ·

2026/05/17

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 without losing control of their data, identities, and workflows. GUEST: Richard Harbridge, Principal Industry Advisor, Microsoft 365 at ShareGate SHOW: 1028 SHOW TRANSCRIPT: The Enterprise AI Show #1028 Transcript SHOW VIDEO: https://youtu.be/sgqg7uqErA0 SHOW SPONSORS: ShareGate - ShareGate Protect. M...

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40:53

An AI Market Analysis, May 2026

The Enterprise AI Show ·

2026/05/13

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 demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!SHOW NOTES: Reviewing the Major AI Vendors FEEDBACK? Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitt...

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33:39

AI, Data Centers, and the Power Crunch

The Enterprise AI Show ·

2026/05/10

SUMMARY: We explore one of the most overlooked bottlenecks in the AI boom: energy and infrastructure and why power availability is becoming the limiting factor. GUEST: Wannie Park, Founder/CEO of PADO AI SHOW: 1026 SHOW TRANSCRIPT: The Reasoning Show #1026 Transcript SHOW VIDEO: https://youtu.be/satMQRxKQC8 SHOW SPONSORS: ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW NOTES: 1. AI’s Hidden Constraint: ...

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37:00

AI News of the Month for April 2026

The Enterprise AI Show ·

2026/05/06

SUMMARY: Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, Software Defined Talk and Failover Media) discuss the biggest AI news stories from the month of April, 2026. SHOW: 1025 SHOW TRANSCRIPT: The Reasoning Show #1025 Transcript SHOW VIDEO: https://youtu.be/Gl-49dmAgBs SHOW SPONSORS: Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!SHOW NOTES: Links to all the AI News covered in this months showF...

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43:59

The 2026 AI Draft

The Enterprise AI Show ·

2026/05/03

SUMMARY: Draft guru Brandon Whichard (Software Defined Talk) joins us for the inaugural AI Draft, where we predict the next year of AI winners, losers, trends, and headlines. GUEST: Brandon Whichard, Software Defined Talk SHOW: 1024 SHOW TRANSCRIPT: The Reasoning Show #1024 Transcript SHOW VIDEO: https://youtu.be/BjT_HKhOcRE SHOW SPONSORS: ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW NOTES: Brian’s Picks G...

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34:58

Halt & Retool: Rewriting Software Development in the...

The Enterprise AI Show ·

2026/04/29

SUMMARY: Exploring how to fully embrace AI-driven, agent-based software development, resulting in dramatically increased productivity and faster feature delivery. It highlights a broader shift in engineering—from writing code to orchestrating AI agents. GUEST: Sam Ramji, CEO/Co-founder at Sailplane SHOW: 1023 SHOW TRANSCRIPT: The Reasoning Show #1023 Transcript SHOW VIDEO: https://youtu.be/q50s0oL37pQ SHOW SPONSORS: Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Pr...

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35:13

The Zero-CVE Mirage: Hardening Software in the Age of...

The Enterprise AI Show ·

2026/04/26

SUMMARY: How software development is rapidly evolving in the age of AI and automation. Matt Moore shares how his team is rethinking secure software supply chains, scaling infrastructure, and safely integrating AI agents into development workflows. GUEST: Matt Moore, CTO at Chainguard SHOW: 1022 SHOW TRANSCRIPT: The Reasoning Show #1022 Transcript SHOW VIDEO: https://youtu.be/9Q0kWkTYRs8 SHOW SPONSORS: ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate...

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25:23

The Grid’s Breaking Point: Can AI Save the...

The Enterprise AI Show ·

2026/04/22

SUMMARY: How real-time power flow optimization at the edge is helping data centers and the electrical grid handle surging AI energy demands more efficiently. By unlocking hidden capacity and dynamically managing power systems, we explain how existing infrastructure can support significantly more compute without massive new buildouts. GUEST: Marissa Hummon, CTO Utilidata SHOW: 1021 SHOW TRANSCRIPT: The Reasoning Show #1021 Transcript SHOW VIDEO: https://youtu.be/ItcpU8UjOFE SHOW SPONSORS: Nasu...

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29:23

Shadow AI is Faster Than Your Governance: Why...

The Enterprise AI Show ·

2026/04/19

SUMMARY: Shadow AI is growing much faster than known AI adoption across businesses. How can IT teams get Shadow AI under control? GUEST: Uri Haramati, CEO at Torii SHOW: 1020 SHOW TRANSCRIPT: The Reasoning Show #1020 Transcript SHOW VIDEO: https://youtu.be/AUrh_xICPzM SHOW SPONSORS: ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW NOTES: Torii (homepage) Topic 1 - Welcome to the show. Tell us about your background ...

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33:19

The Junior Dev Crisis: Who Inherits the Code When AI...

The Enterprise AI Show ·

2026/04/15

SUMMARY: Have we reached a point where coding is a solved problem? And if so, what are the downstream effects on companies that need software to differentiate their business? GUEST: Brandon Whichard, Co-Host of Software Defined Talk SHOW: 1019 SHOW TRANSCRIPT: The Reasoning Show #1019 Transcript SHOW VIDEO: https://youtu.be/q0mksIKcBzk SHOW SPONSORS: ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW NOTES: The New Ki...

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28:42

Understanding RAG Systems

The Enterprise AI Show ·

2026/04/12

SUMMARY: The RAG (Retrieval Augmented Generation) pattern is one of the most frequently used to augment LLMs with context-specific information. Let’s explore RAG. GUEST: Roie Schwaber-Cohen, Head of Developer Relations at Pinecone SHOW: 1018 SHOW TRANSCRIPT: The Reasoning Show #1018 Transcript SHOW VIDEO: https://youtu.be/-kZZEMR341Q SHOW SPONSORS: Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!SHOW NOTES: Topic ...

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33:50

How AI is Transforming Software Development

The Enterprise AI Show ·

2026/04/08

SUMMARY: Discover how AI is transforming software development and what it means for engineering leaders. GUEST: Jeff Keyes, Field CTO at AllStacks SHOW: 1017 SHOW TRANSCRIPT: The Reasoning Show #1017 Transcript SHOW VIDEO: https://youtu.be/cXPu8iWeB0k SHOW SPONSORS: ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW NOTES: Topic 1 - Welcome to the show. Tell us a little bit about your background, and...

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32:33

AI SRE for Complex Systems

The Enterprise AI Show ·

2026/04/05

SUMMARY: With the explosion of AI-generated code and applications, the modern SRE requires an AI-native approach to managing complex systems. GUEST: Anish Agarwal - CEO/Cofounder of Traversal SHOW: 1016 SHOW TRANSCRIPT: The Reasoning Show #1016 Transcript SHOW VIDEO: https://youtu.be/hF3MCRDhMno SHOW SPONSORS: Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!SHOW NOTES: Traversal (homepage)Topic 1 - Welcome to the ...

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34:06

The Future of Service belongs to Self-Improving AI

The Enterprise AI Show ·

2026/04/01

SUMMARY: Today’s episode is all about a transformation happening in customer service—one that’s moving us from static systems and scripted workflows into something far more dynamic: AI systems that can actually learn and improve over time. GUEST: Shashi Upadhyay (President of Product, Engineering, and AI at Zendesk) SHOW: 1015 SHOW TRANSCRIPT: The Reasoning Show #1015 Transcript SHOW VIDEO: https://youtu.be/IQaxE-DjIpo SHOW SPONSORS: ShareGate - ShareGate Protect. Microsoft 365 Governan...

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39:56

AI News of the Month for March 2026

The Enterprise AI Show ·

2026/03/29

SUMMARY: Brian (@bgracely) and Brandon Whichard (@bwhichard, Software Defined Talk and Failover Media) discuss the biggest AI news stories from the month of March, 2026. SHOW: 1014 SHOW TRANSCRIPT: The Reasoning Show #1014 Transcript SHOW VIDEO: https://youtu.be/XwyAC-hxOQY SHOW SPONSORS: VENTION - Ready for expert developers who actually deliver? Visit ventionteams.comSHOW NOTES: Links to all the AI News covered in this months showFEEDBACK? Email: show @ reasoning dot showBluesky...

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36:56

Living the Claude-centric Life

The Enterprise AI Show ·

2026/03/25

SUMMARY: With @bwhichard, we dig into how daily work-life changes when you make @AnthropicAI @claudeai the center of all workflow activities. SHOW: 1013 SHOW TRANSCRIPT: The Reasoning Show #1013 Transcript SHOW VIDEO: https://youtu.be/zEmEH0t67js SHOW SPONSORS: VENTION - Ready for expert developers who actually deliver? Visit ventionteams.comSHOW NOTES: Topic 1 - How long have you been living the Claude-life, and when did it dawn on you to make this central to your day-to-day activities...

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28:00

Three Thoughts from NVIDIA GTC 2026

The Enterprise AI Show ·

2026/03/22

SUMMARY: We dig into the NVIDIA GTC keynote and highlight three things - accelerated computing for everything, the complexity of the new inference stack, and NVIDIA’s “open” software stack including NemoClaw. SHOW: 1012 SHOW TRANSCRIPT: The Reasoning Show #1012 Transcript SHOW VIDEO: https://youtu.be/aXOr91q76yM SHOW SPONSORS: VENTION - Ready for expert developers who actually deliver? Visit ventionteams.comSHOW NOTES: NVIDIA GTC 2026 (Keynote)NVIDIA NemoClaw - OpenClaw + OpenShell + NVIDIA A...

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40:35

Kagenti - A Kubernetes Control Plane for AI Agents

The Enterprise AI Show ·

2026/03/18

SUMMARY: Morgan Foster talks about the Kagenti project, which enables an AI Agent agnostic framework for security, authentication, identity and zero-trust. SHOW: 1011 SHOW TRANSCRIPT: The Reasoning Show #1011 Transcript SHOW VIDEO: https://youtu.be/djFZruLEDiw SHOW NOTES: Kagenti (homepage)Kagenti (use-cases)“Old Things that look like Agents”“What makes Agents different?”CNV - What Makes Agents Different?“Handing your phone to a stranger, why Agents need their own identity” Topic 1 - Welcome...

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21:03

Code Red - All Jobs are Software

The Enterprise AI Show ·

2026/03/15

SUMMARY: Brian talks about the rapidly expanding gap between people and companies that augment their work with AI and those who are making AI the center of their work world. SHOW: 1010 SHOW TRANSCRIPT: The Reasoning Show #1010 Transcript SHOW VIDEO: https://youtu.be/tFyLlCnkbsM SPONSORS: VENTION - Ready for expert developers who actually deliver? Visit ventionteams.comSHOW NOTES: WHY THE NEED FOR A CODE RED? Velocity of Code (new companies)Velocity of Productivity (employees)Veloc...

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25:55

Inside OpenClaw and Open Source Innovation

The Enterprise AI Show ·

2026/03/11

SUMMARY: Sally O’Malley (Principle Software Engineer @RedHat, Maintainter @OpenClaw) talks about her early experiences of immersing herself into OpenClaw and evolution of the OpenClaw community. SHOW: 1009 SHOW TRANSCRIPT: The Reasoning Show #1009 Transcript SHOW VIDEO: https://youtu.be/7xARBtgiMQg SPONSORS: VENTION - Ready for expert developers who actually deliver? Visit ventionteams.comSHOW NOTES: OpenClaw - Personal AI AssistantOpenClaw - RedditOpenClaw, OpenAI and the Future (Peter Stein...

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1,104 results

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