The Enterprise AI Show

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

Episodes

July 29, 2026 40 mins

SUMMARY: Brian speaks with Dave Vellante, Co-Founder/CEO theCUBE, about how AI is changing the entire tech stack, the evolution of systems of intelligence, and how the competitive landscape is forcing companies to make difficult decisions about their AI future.

SHOW: 1049

SHOW TRANSCRIPT: The Enterprise AI Show #1049 Transcript

SHOW VIDEO: https://youtu.be/EgIvsBnZnmg

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SUMMARY: Brian and Aaron explore the current state and future of AI models, focusing on model size, model harnessing, and intelligent model routing. They discuss whether bigger models are always better, the economics of AI, and how enterprise applications can benefit from tailored AI solutions.

SHOW: 1048

SHOW TRANSCRIPT: The Enterprise AI Show #1048 Transcript

SHOW VIDEO: https://youtu.be/1IHXNrYlYCA

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July 22, 2026 25 mins

SUMMARY: Brian talks Melissa Rosenthal from Outlever about the intersection of AI, brand, and marketing. They explore how AI impacts trust, brand consistency, and operational efficiency, offering insights for organizations navigating AI adoption.

SHOW: 1047

SHOW TRANSCRIPT: The Enterprise AI Show #1047 Transcript

SHOW VIDEO: https://youtu.be/PEqyOxE9PIw

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SUMMARY: Steven Walchek, CEO at Liminal, discusses secure AI enablement for regulated industries and why most enterprises are stuck in perpetual AI pilots. We explore the "agentic cliff" and how Behavioral Agent Automation Platforms (BAAPs) discover and deploy agents by observing how work actually happens.

SHOW: 1046

SHOW TRANSCRIPT: The Enterprise AI Show #1046 Transcript

SHOW VIDEO: https://youtu.be/nVte_ZKDID4

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SUMMARY: On today’s "Models and Markets" - we explore about the FinOps experience from Cloud is having to adapt to the changing demands of Enterprise AI. 

SHOW: 1045

SHOW TRANSCRIPT: The Enterprise AI Show #1045 Transcript

SHOW VIDEO: https://youtu.be/Plb88y-IkZY

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Topic: F...

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July 12, 2026 18 mins

SUMMARY: Something new - "Models and Markets" - Aaron and Brian explore how recent news and macro trends are causing more companies to explore whether they should Buy, Build or Rent their AI future. 

SHOW: 1044

SHOW TRANSCRIPT: The Enterprise AI Show #1044 Transcript

SHOW VIDEO: https://youtu.be/vcroGCXd3N4

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July 8, 2026 24 mins

SUMMARY: While we spend a lot of time discussing AI models, we don’t always spend enough time on the challenges of managing the unstructured data used to train, tune, and enable those models. 

SHOW: 1043

SHOW TRANSCRIPT: The Enterprise AI Show #1043 Transcript

SHOW VIDEO: https://youtu.be/OAqnuhorMJ4

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SUMMARY: Are CEO's frustrated with the lack of control, costs and sovereignty of their AI environments? 

SHOW: 1042

SHOW TRANSCRIPT: The Enterprise AI Show #1042 Transcript

SHOW VIDEO: https://youtu.be/xgQv8WP-DNI

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July 1, 2026 31 mins

SUMMARY:  Brian Gracely (@bgracely) and Aron Delp (@aarondelp) discuss the biggest AI news stories from the month of June, 2026. 

SHOW: 1041

SHOW TRANSCRIPT: The Enterprise AI Show #1041 Transcript

SHOW VIDEO: https://youtu.be/SXmPOgE5jGk

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SUMMARY: As AI within the Enterprise matures, we look at 10 concerns and challenges that are still causing Chief AI Officers to worry about success in the future. 

SHOW: 1040

SHOW TRANSCRIPT: The Enterprise AI Show #1040 Transcript

SHOW VIDEO: https://youtu.be/RyB4m17YK_4

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SUMMARY: What does a Forward-Deployed Engineer actually do? And what about deploying AI Harness? Let’s dig into the real-world with these evolving AI concepts and technologies. 

SHOW: 1039

SHOW TRANSCRIPT: The Enterprise AI Show #1039 Transcript

SHOW VIDEO: https://youtu.be/QY0fqu2O84M

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SUMMARY: On Father's Day, how would you explain some of the volatility of the AI market to your father? What advice might he give you to navigate the ups and downs and uncertainties?

SHOW: 1038

SHOW TRANSCRIPT: The Enterprise AI Show #1038 Transcript

SHOW VIDEO: https://youtu.be/T2ZIYLpl_cE

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SUMMARY: As tools like Mythos create new AI-cybersecurity concerns, CIOs and CISOs need to be prepared for two challenges: Security Remediation and Patch to Production acceleration. 

SHOW: 1037

SHOW TRANSCRIPT: The Enterprise AI Show #1037 Transcript

SHOW VIDEO: https://youtu.be/H5KxoiEIfUo

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SUMMARY: How can CIOs balance innovation and control as they roll our AI capabilities across their organization. How can they balance onboarding, experience, security and flexibility? 

SHOW: 1036

SHOW TRANSCRIPT: The Enterprise AI Show #1036 Transcript

SHOW VIDEO: https://youtu.be/ZgkMF7G3Yfo

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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: 1035

SHOW TRANSCRIPT: The Enterprise AI Show #1035 Transcript

SHOW VIDEO: https://youtu.be/ngBBpP2Lgdo

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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 TRANSCRIPT: The Enterprise AI Show #1034 Transcript

SHOW VIDEO: https://youtu.be/TvIFwNN-6ck

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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 AI

SHOW: 1033

SHOW TRANSCRIPT: The Enterprise AI Show #1033 Transcript

SHOW VIDEO: https://youtu.be/ed2nVbOtZiA

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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 Enterprise AI Show #1032 Transcript

SHOW VIDEO: https://youtu.be/GsK_RUnYroI

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May 27, 2026 37 mins

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 TRANSCRIPT: The Reasoning Show #1031 Transcript

SHOW VIDEO: https://youtu.be/MNihDdBSteI

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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 the business?’

SHOW: 1030

SHOW TRANSCRIPT: The Enterprise AI Show #1030 Transcript

SHOW VIDEO: https://youtu.be/acOBfRI0P3U

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