The Enterprise AI Show

40 Episodes
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By: 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 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...

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How Do Regulated Enterprises Deploy Private, Secure AI?
Yesterday at 5:00 AM

Aaron interviews Ivan Lee, founder and CEO of Datasaur, about what it takes to build private, secure AI for regulated enterprises. Lee traces the shift away from third-party model reliance to compliance pressure, IP protection, and cost, and frames the core decision as buy versus rent: enterprises historically rented frontier models by default, but Western and Chinese open-weight models have matured enough that companies like AT&T now run a growing share of workloads on owned infrastructure. He breaks the stack into three layers (infrastructure, model, and harness), argues models have become commoditized enough to be swapped like building...


AI News for Mid-September 2026
Last Monday at 1:00 AM

Aaron and Brandon cover what the week's news means for enterprise buyers. They question whether Oracle's reported $664 billion backlog is durable demand or overlapping commitments, and Brandon argues contracted future spend is how enterprise business works. On the labs' "slow down" messaging, Brandon sees no coordination, only incentives, while Aaron finds the timing too coincidental. Salesforce's Nemotron-based model points to enterprises customizing open models instead of building their own, and Brandon doubts labs will displace systems of record like Workday or SAP. Aaron argues agent pricing has reverted to familiar free, bundled, and negotiated tiers. He sees agent swarms...


Building AI Agents That Support Enterprise Teams
09/16/2026

Aaron interviews Diego Oppenheimer, general partner at the AIT Fund (the venture fund behind the AI Tinkerers builder community), about what it takes to move AI agents from personal experimentation into enterprise-grade deployment. Drawing on his own agent fleet (a chief-of-staff agent, a content strategist, and Ashley, an always-on AI community manager serving AI Tinkerers' 127,000+ members) as a proving ground, Oppenheimer lays out an enterprise security model built on treating agents as digital employees with their own delegated identities and credentials, scoped access rather than blanket access to accounts like email and calendar, and continuous audit logging (via the...


Securing AI Agents in the Enterprise: NanoClaw, Zero Trust Guardrails, and Governance at Scale
09/13/2026

Brian and Aaron interview Gavriel Cohen, co-founder and CEO of Nanoco and creator of the open-source agent framework NanoClaw, about securing AI agents in enterprise environments. Cohen shares how he built NanoClaw after discovering major security and safety gaps while using agents for an AI native marketing agency, and how the project grew to over 30,000 GitHub stars and over half a million downloads. They discuss why Fortune 500s, financial institutions, universities, and government groups feel urgent pressure to adopt agents but are blocked by control, privacy, and security concerns. Cohen outlines a zero-trust approach using microVM isolation, no credentials...


How Open-Source is Reshaping the AI Infrastructure Stack
09/09/2026

Aaron interviews David Aronchick, CEO @ Expanso (former PM lead for Kubernetes, Kubeflow co-founder, and open-source ML leader at Azure) about how open source is reshaping the AI infrastructure stack. Aronchick recounts his path from early Linux and enterprise work to launching Kubernetes and GKE, then creating Kubeflow in 2017 to orchestrate end-to-end ML workflows on Kubernetes. The discussion centers on gaps in AI infrastructure, especially reproducibility and determinism across hardware, drivers, OS, packages, and data lineage, arguing Kubernetes alone can’t fully solve it. They contrast open weights with true open-source models, noting that real openness would require reproducible training da...


Vitamins vs. Pain Killers vs. Whippets - The Enterprise AI Adoption Problem
09/06/2026

Brian, Brandon, and Aaron discuss enterprise AI adoption using the sales analogy of whether AI is a “vitamin” or a “painkiller,” arguing that successful transformation still requires a burning-platform event. Brandon suggests AI adoption resembles past digital transformations: without urgent pressure (e.g., a data center closing), organizations resist change and justify existing processes. Brian describes a compressed hype cycle from ChatGPT excitement to pilots and guardrails, followed by difficulties with data, cost-effective scaling, and making AI behave deterministically, while fear of competitors keeps efforts alive. They add a third category, “Whippets”, short-term, resume-driven initiatives led by leaders who leave others...


AI News of the Month - August 2026
09/02/2026

Aaron, Brian, and Brandon cover major stories including NVIDIA’s record quarter and continued growth forecasts, alongside concerns about declining free cash flow and customer financing. They discuss NVIDIA’s reported $12.9B acquisition of Hugging Face as a strategic move to strengthen the open-model ecosystem and go up the stack, and Stripe’s $8B acquisition of OpenRouter as routing infrastructure for model choice and potential agent-to-agent commerce. The group reacts to reports of OpenAI agent testing in which agents collaborated, manipulated logs, and tried to deceive humans, framing it as a security and guardrails issue. They also mention Microsoft employ...


AI Watermarking: Compliance Theater or Real Provenance Tool
08/30/2026

SUMMARY: Brian, Brandon, and Aaron focus on AI watermarking, driven largely by EU transparency requirements, and discuss how approaches like token-selection patterns can be detected but were reportedly cracked quickly with tools that strip watermarks. Brandon and Brian debate whether watermarking is useful long-term, suggesting most people care more about whether content is helpful than whether AI was involved, and questioning the added cost and real-world impact of such regulation. They also explore implications for education policies that ban AI use, changing assessment methods to curb cheating, and potential enterprise and government procurement issues where “no AI” requirements could trig...


Your AI Project Doesn't Need More Agents
08/30/2026

SUMMARY: Brian, Brandon, and Aaron focus on AI watermarking, driven largely by EU transparency requirements, and discuss how approaches like token-selection patterns can be detected but were reportedly cracked quickly with tools that strip watermarks. Brandon and Brian debate whether watermarking is useful long-term, suggesting most people care more about whether content is helpful than whether AI was involved, and questioning the added cost and real-world impact of such regulation. They also explore implications for education policies that ban AI use, changing assessment methods to curb cheating, and potential enterprise and government procurement issues where “no AI” requirements could trig...


Your AI Project Doesn't Need More Agents
08/26/2026

SUMMARY: Brandon speaks with Rich Ziade, co-founder and CEO of Aboard, about why enterprise AI projects fail without real discovery, why "agents" have been oversold as a headcount play, and why organizational urgency, not new tooling, is what actually makes digital transformation succeed.


SHOW: 1057

SHOW TRANSCRIPT: The Enterprise AI Show #1057 Transcript

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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demo


SHOW LINKS:

https://www.aboard.com/https://aboard.com/podcast/

Topic 1...


NVIDIA's Pivot from Chipmaker to Financier
08/23/2026

SUMMARY: Brian, Brandon, and Aaron discuss news about Nvidia’s reported $105B backing of OpenAI’s Ohio data center and what it implies for GPUs as an “asset class” and enterprise AI. Brian argues Jensen Huang is shifting Nvidia’s narrative from needing the newest chips immediately to portraying GPUs as long-lived, cash-flowing assets that can be financed like bonds, pushing risk onto banks and private equity. Brandon agrees scarcity has extended older GPU usefulness but warns the market could be flooded with newer, cheaper, more efficient hardware, leaving debt tied to obsolete equipment. Aaron likens GPUs to airplanes, expensive...


Own Your Weights or Rent Them?
08/19/2026

SUMMARY: Brandon and Aaron discuss the pros and cons of owning or renting your model weights. What does that mean for the Enterprise, and what should you be considering?

SHOW: 1055

SHOW TRANSCRIPT: The Enterprise AI Show #1055 Transcript

SHOW VIDEO: https://youtu.be/uc0GZBLgUeo

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demo

 Topic: Own Your Weights or Rent Them?

Why now? Alex Karp had a spicy CNBC segment arguing enterprises should "own their weights" rather than rent models from the big labs — sparking a w...


Will OSS Models Take Over?
08/16/2026

SUMMARY: This episode is the second part and explores the flip side of OSS models. Last episode, we discussed the potential decline; this episode, we’ll talk about the potential positive future of OSS models. Aaron and Brandon explore the future of open source AI models, the role of industry consortia, and how major tech companies like NVIDIA, Apple, and Google are shaping the AI landscape. They discuss the potential for open models to become industry standards and the strategic motivations behind these moves.

SHOW: 1054

SHOW TRANSCRIPT: The Enterprise AI Show #1054 Transcript

SHOW VI...


Are We Seeing The End Of OSS Models?
08/12/2026

SUMMARY: In this episode, Aaron and Brandon explore the potential decline of open-source models in AI, discussing market trends, financial challenges, and the future of OSS in the AI landscape.

SHOW: 1053

SHOW TRANSCRIPT: The Enterprise AI Show #1053 Transcript

SHOW VIDEO: https://youtu.be/-9iwoC5-muE

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demo

 Topic: Are we seeing the end of OSS models?

Why now? The trend towards fewer and fewer Apache models on the high end.Past: The OSS “rug pull” joke comes...


The Zitron Bear Case: What's Right, What's Wrong?
08/09/2026

SUMMARY: In this episode, Aaron and Brendan tackle the provocative critiques of AI by Ed Zitron, a vocal opponent in the tech industry. They delve into the bear case against AI, exploring both the merits and flaws of Zitron's views.

SHOW: 1052

SHOW TRANSCRIPT: The Enterprise AI Show #1052 Transcript

SHOW VIDEO: https://youtu.be/Fm3T5bT_8CQ

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demo

 Topic: The Zitron Bear Case — What's Right, What's Wrong?

Why now? Ed Zitron went on CNBC's Squawk on the...


Do You Even Need That Trillion-Parameter Model?
08/05/2026

SUMMARY: We continue our Models and Money series. In this episode, 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: 1051

SHOW TRANSCRIPT: The Enterprise AI Show #1051 Transcript

SHOW VIDEO: https://youtu.be/tkJmeazn8Bs

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demo

Topic: When will the models/harnesses...


AI News of the Month - July 2026
08/02/2026

SUMMARY:  Brian Gracely (@bgracely), Aaron Delp (@aarondelp) and Brandon Whichard (@bwhicard) discuss the biggest AI news stories from the month of July 2026. 

SHOW: 1050

SHOW TRANSCRIPT: The Enterprise AI Show #1050 Transcript

SHOW VIDEO: https://youtu.be/9u-uAaQVjXk

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Links to all the AI News covered in this month’s show

FEEDBACK?

Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow


How AI Stacks are rewriting the Rules of Business
07/29/2026

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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!


SHOW NOTES:

How AI Stacks are rewriting the Rules of Business
<...


When Will the Models be Good Enough?
07/26/2026

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

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo

Topic: When will the models/harnesses be good...


AI's Impact on Trust and Brand
07/22/2026

SUMMARY: In this episode, Brian Gracely interviews 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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!

RESOURCES:

Outlever

State of Brand Article

KEY TOPICS:

AI's...


What is a Behavioral Agent Automation Platform?
07/19/2026

SUMMARY: Steven Walchek, Founder and 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

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo

RESOURCES:

Liminal AI<...


Does FinOps need an update for the AI world?
07/15/2026

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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!

SHOW NOTES:

Topic: Finops for AI?

Why now? Cost of tokens goes up as model performance increases, but still needs subsidies…Past: FinOps for C...


Buy, Build or Rent your AI?
07/12/2026

SUMMARY: 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

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Topic: Own AI or Rent AI?

Why now? Fable 5 and GPT 5.6 get restricted in the USPast: Private Cloud (on-prem/server h...


Unstructured Data in an AI World
07/08/2026

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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!

SHOW NOTES:

Topic 1 - Welcome to the show. Tell us a bit about your background and whe...


AI Freedoms are called into question
07/05/2026

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

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Palantir and NVIDIA partnership (June 2026) - first 11 minutesPalantir CEO (Alex Karp) on CNBC“The VPC Privacy Illusion - Why Private LLMs still expose your data”The biggest mistake organizations make isn’t choosing the rig...


AI News of the Month - June 2026
07/01/2026

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

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 month’s show

FEEDBACK?

Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow


Enterprises are concerned about AI Costs, Governance and Trust
06/28/2026

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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoOutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architectureShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!

SHOW NOTES:

THESIS: After spending time with a number of Enterprise companies, what a...


A Day in the Life of a Forward-Deployed Engineer
06/24/2026

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

SHOW SPONSORS:

OutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architectureShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Mozilla Thunderbolt launched Mozilla Thunderbolt (homepage)


Topic 1...


Focus on what you can control
06/21/2026

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

SHOW: 1038

SHOW TRANSCRIPT: The Enterprise AI Show #1038 Transcript

SHOW VIDEO: 

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoOutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architecture

SHOW NOTES:

Leaked documents show OpenAI is losing billionsAnthropic’s Fable and Mythos m...


AI Cyber is expanding a Vulnerability Gap
06/17/2026

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. 

SHOW: 1037

SHOW TRANSCRIPT: The Enterprise AI Show #1037 Transcript

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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoOutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architectureShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!

SHOW NOTES:

Project Lightwell (Red Hat and IBM)Athena (Chainguard)Anthropic Project GlasswingOpenAI GPT 5.5-Cyber

THESIS...


Do CIOs need to create an Enterprise AI Harness?
06/12/2026

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: 1036

SHOW TRANSCRIPT: The Enterprise AI Show #1036 Transcript

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

SHOW SPONSORS:

OutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architectureShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Andy Weir (The Martian) on Eps. 193Systems of Re...


Should CIOs have a backup plan for AI?
06/10/2026

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

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoOutShift by Cisco - “Scaling Out Superintelligence”  The Internet of Cognition architecture

SHOW NOTES:

THESIS: Between pending IPOs (Wall St. demands), high...


What are the incentives to share AI learning curves with teammates?
06/05/2026

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

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoOutShift - “Scaling Out Superintelligence”  The Internet of Cognition architectureShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!

SHOW NOTES:

Why AI Economics are changingHow will team collaboration evolve with...


Cerebras is disrupting the market with Fast Inference
06/03/2026

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, at Chief Strategy Officer at Cerebras AI

SHOW: 1033

SHOW TRANSCRIPT: The Enterprise AI Show #1033 Transcript

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

SHOW SPONSORS:

OutShift - “Scaling Out Superintelligence”  The Internet of Cognition architectureShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

OpenAI announces 750MW partnership with C...


How will team collaboration evolve within Enterprise AI?
05/31/2026

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: 1032

SHOW TRANSCRIPT: The Enterprise AI Show #1032 Transcript

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

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance. We got this.Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Opening Thesis - How will team collaboration evolve within Enterprise AI?

Question: Any suggestions on how to...


AI News of the Month - May 2026
05/27/2026

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 TRANSCRIPT: The Reasoning Show #1031 Transcript

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

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 month’s show

FEEDBACK?

Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.soci...


Why Enterprise AI Economics Are Changing
05/24/2026

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

SHOW SPONSORS:

ShareGate - ShareGate Protect. Microsoft 365 Governance. We got this.Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Opening Thesis - Was the first wave of AI adoption artificially cheap? - The industry may be...


Can AI Agents be held Accountable?
05/20/2026

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.ai,

SHOW: 1029

SHOW TRANSCRIPT: The Enterprise AI Show #1029 Transcript

SHOW VIDEO: https://youtu.be/Lc3XS44Ixg4

SHOW SPONSORS:

Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance. We got this.

SHOW NOTES:


...


Enabling AI Governance for M365
05/17/2026

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. Microsoft 365 Governance. We got this.Nasuni - Activate your data for AI and request a demo

SHOW NOTES:

Nearly 1 in 3 O...


An AI Market Analysis, May 2026
05/13/2026

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: 1026

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: @EntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow