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The Enterprise AI Show

The Enterprise AI Show

Massive Studios 1069 episodes Latest Jun 3, 2026

The Enterprise AI Show explores the AI journey for enterprise companies worldwide. Hosts Aaron Delp and Brian Gracely discuss generative AI, enterprise systems, and global business strategy with founders, investors, and practitioners. Episodes focus on technical architectures and business models that drive real-world ROI. New shows every Wednesday and Sunday.

Episodes

Should CIOs have a backup plan for AI? Jun 10, 2026 2911 SUMMARY: If the cost of public AI continues to rise, because of various market shortages, should CIOs start looking at backup plans to better own their AI journeys and futures?SHOW: 1035SHOW TRANSCRIPT: The Enterprise AI Show #1035 TranscriptSHOW VIDEO: https://youtu.be/ngBBpP2LgdoSHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI
What are the incentives to share AI learning curves with teammates? Jun 5, 2026 1280 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: 1034SHOW TRANSCRIPT: The Enterprise AI Show #1034 TranscriptSHOW VIDEO: https://youtu.be/TvIFwNN-6ckSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoOutShift - “Scaling Out Superintelligence” 
Cerebras is disrupting the market with Fast Inference Jun 3, 2026 2121 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 AISHOW: 1033SHOW TRANSCRIPT: The Enterprise AI Show #1033 TranscriptSHOW VIDEO: https://youtu.be/ed2nVbOtZiASHOW SPONSORS:OutShift - “Scaling Out Superintelligence”  The Internet of Cognition architect
How will team collaboration evolve within Enterprise AI? May 31, 2026 1856 SUMMARY: The biggest enterprise AI question is which organization can most effectively operationalize, govern, and economically scale AI agents across the business.SHOW: 1032SHOW TRANSCRIPT: The Enterprise AI Show #1032 TranscriptSHOW VIDEO: https://youtu.be/GsK_RUnYroISHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance. We got this.Nasuni - Activate your data for AI and request
AI News of the Month - May 2026 May 27, 2026 2274 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: 1031SHOW TRANSCRIPT: The Reasoning Show #1031 TranscriptSHOW VIDEO: https://youtu.be/MNihDdBSteISHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governanc
Why Enterprise AI Economics Are Changing May 24, 2026 1948 SUMMARY: The biggest enterprise AI question may no longer beWhich model is smartest? Instead, which organization can most effectively operationalize, govern, and economically scale AI agents across the business?’SHOW: 1030SHOW TRANSCRIPT: The Enterprise AI Show #1030 TranscriptSHOW VIDEO: https://youtu.be/acOBfRI0P3USHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance. We got this
Can AI Agents be held Accountable? May 20, 2026 1806 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 really fall in love with AI? GUEST:  Ram Venkatesh, Co-Founder/CTO of Sema4.aiSHOW: 1029SHOW TRANSCRIPT: The Enterprise AI Show #1029 TranscriptSHOW VIDEO: https://youtu.be/Lc3XS44Ixg4SHOW SPONSORS:Nas
Enabling AI Governance for M365 May 17, 2026 1903 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 ShareGateSHOW: 1028SHOW TRANSCRIPT: The Enterprise AI Show #1028 Trans
An AI Market Analysis, May 2026 May 13, 2026 2453 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: 1027SHOW TRANSCRIPT: The Enterprise AI Show #1027 TranscriptSHOW 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?Ema
AI, Data Centers, and the Power Crunch May 10, 2026 2019 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 AISHOW: 1026SHOW TRANSCRIPT: The Reasoning Show #1026 TranscriptSHOW VIDEO: https://youtu.be/satMQRxKQC8SHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Ac
AI News of the Month for April 2026 May 6, 2026 2220 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: 1025SHOW TRANSCRIPT: The Reasoning Show #1025 TranscriptSHOW VIDEO: https://youtu.be/Gl-49dmAgBsSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governa
The 2026 AI Draft May 3, 2026 2639 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 TalkSHOW: 1024SHOW TRANSCRIPT: The Reasoning Show #1024 TranscriptSHOW VIDEO: https://youtu.be/BjT_HKhOcRESHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got

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