Podcast
The Enterprise AI Show
Hosted by Massive Studios · EN
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
59episodes
Episodes
Newest firstAll episodes
What is a Behavioral Agent Automation Platform?
2d ago00:34:47Tap to summarizeSUMMARY: 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: 1046SHOW TRANSCRIPT: The Enterprise AI Show #1046 TranscriptSHOW VIDEO: https://youtu.be/nVte_ZKDID4SHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoRESOURCES:Liminal AISteven Walchek - LinkedInKEY TOPICS:Horizontal security for generative AIData privacy and compliance in AISecurity layers in AI deploymentAgentic AI and behavioral automationFuture industry trends in AI securityTAKEAWAYSSecurity for AI must be integrated at the application layer, not just network or perimeter.Data privacy concerns are central to AI adoption in regulated industries.Organizations need a security layer that supports multi-model, multi-provider AI engagement.Behavioral automation and agentic AI require observability and policy enforcement.The AI industry is still in early adoption, with significant growth expected in the next five years.CHAPTERS/TOPICS:00:00 Introduction and guest introduction02:09 Steven's background and journey in tech03:54 The core problem of AI security in regulated industries07:45 Data privacy concerns and industry challenges12:01 Liminal's approach to AI security and compliance15:52 Security at the application layer and network layer20:02 Agentic AI, behavioral automation, and observability30:04 Future trends and industry outlook31:46 How to connect with Liminal and closing remarksFEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →Does FinOps need an update for the AI world?
6d ago00:14:49Tap to summarizeSUMMARY: 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: 1045SHOW TRANSCRIPT: The Enterprise AI Show #1045 TranscriptSHOW VIDEO: https://youtu.be/Plb88y-IkZYSHOW 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 Cloud - prices grew out of control, needed centralization for expense management and capital allocationPresent: TokenMaxxing, the move from per-seat to per-token pricingFuture: What happens when you can’t afford the Ferrari anymore? Will there be a glut of FinOps for AI startups? What happens when usage is regulated and centralized?FEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →Buy, Build or Rent your AI?
1w ago00:18:23Tap to summarizeSUMMARY: 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: 1044SHOW TRANSCRIPT: The Enterprise AI Show #1044 TranscriptSHOW VIDEO: https://youtu.be/vcroGCXd3N4SHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW 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 huggers) vs. Public cloud vs. *gasp* hybrid cloudPresent: OSS Models vs. Big API modelsFuture: What happens when the subsidies go away, and rational business practices hit the industry??FEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →Unstructured Data in an AI World
2w ago00:24:23Tap to summarizeSUMMARY: 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: 1043SHOW TRANSCRIPT: The Enterprise AI Show #1043 TranscriptSHOW VIDEO: https://youtu.be/OAqnuhorMJ4SHOW 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 where you focus today at NasuniTopic 2 - We’ve spent two years talking about models. Are we finally entering the era where the biggest differentiator is data quality rather than model quality?Topic 3 - When customers inventory their AI-ready data, what surprises them most?Topic 4 - Where is the intersection of file data, metadata, and RAG systems that augment a company’s AI experience with their own data?Topic 5 - People talk about AI governance, but isn’t most AI governance actually data governance?Topic 6 - Are today’s enterprise file systems designed for machine consumers (AI Agents) instead of human consumers?Topic 7 - What are the economics of data, in your world, as it relates to AI?Topic 8 - What’s next for enterprise file platforms?FEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →Are companies giving away their secrets to AI?
2w ago00:28:40Tap to summarizeSUMMARY: Are CEO's frustrated with the lack of control, costs and sovereignty of their AI environments? SHOW: 1042SHOW TRANSCRIPT: The Enterprise AI Show #1042 TranscriptSHOW VIDEO: https://youtu.be/xgQv8WP-DNISHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW 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 right model, it’s focusing on models at all (via LinkedIn)There’s a level of unhappiness and distrust of the frontier labs from CEOsThere needs to be an application layer on top of LLMs (e.g. “harness”, Palantir Ontology)This application layer prevents the LLMs from learning your business from your data“Alpha” is business differentiation (ability to outperform the market)He questions why the frontier model labs are charging by tokens and not outcomes (questions the entire AI business model)He questions “the true cost” of AI outputs He claims that CEOs are now concerned about frontier labs entering the business of the customers - brings up an interesting misunderstanding of how interacting with LLMs works (“we’re safe, it’s deployed in our VPC”)FEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →AI News of the Month - June 2026
3w ago00:31:27Tap to summarizeSUMMARY: Brian Gracely (@bgracely) and Aron Delp (@aarondelp) discuss the biggest AI news stories from the month of June, 2026. SHOW: 1041SHOW TRANSCRIPT: The Enterprise AI Show #1041 TranscriptSHOW VIDEO: https://youtu.be/SXmPOgE5jGkSHOW 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 showFEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →Enterprises are concerned about AI Costs, Governance and Trust
3w ago00:28:41Tap to summarizeSUMMARY: 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: 1040SHOW TRANSCRIPT: The Enterprise AI Show #1040 TranscriptSHOW VIDEO: https://youtu.be/RyB4m17YK_4SHOW 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 are a list of challenges and concerns they still have in implementing GenAI across a broad set of use-cases within the Financial Services industry?Everybody started with what was available (e.g. CoPilot)Enterprise implementations (now) aren’t autonomousRising costs are the looming concernGovernance is a rising concernMeasurements of improvement are available, but variedExplaining measurements is complicatedExplaining trust is more complicatedUse-cases are fragmented, but there if you apply the technology, but not always obviousDe-centralized (shadow AI) to Centralized to De-centralized (semi-controlled) The learning curves are very asymmetrical across teamsNot everyone has access to Mythos or GPT-5.5-Cyber (yet)FEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →A Day in the Life of a Forward-Deployed Engineer
4w ago00:34:20Tap to summarizeSUMMARY: 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: 1039SHOW TRANSCRIPT: The Enterprise AI Show #1039 TranscriptSHOW VIDEO: https://youtu.be/QY0fqu2O84MSHOW 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 demoSHOW NOTES:Mozilla Thunderbolt launched Mozilla Thunderbolt (homepage)Topic 1 - Welcome to the show, tell us a bit about your background and what you focus on these days.Topic 2 - Let’s talk about the role of Forward Deployed Engineer, it’s being talked about a lot, but you’re living in that world now. What problems are FDEs usually tasked with trying to solve, or new things to implement?Topic 3 - We’ve seen other roles (DevOps, PlatformEng, etc.) that evolved from other roles or skills. What type of background lends itself to success in FDE? What skills are needed going forward?Topic 4 - You’re also working on some AI harness implementations. What can you tell us about those challenges and the technologies behind the harness?Topic 5 - At what point does an AI harness make sense for a company? What types of AI challenges typically require those next steps? Topic 6 - Working in the middle of this evolving AI space, what are some perspectives you’ve gained over the last 6-12 months? What do you wish you knew ahead of time? FEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →Chaotic AI Markets: Focus on what you can control
Jun 2100:23:07Tap to summarizeSUMMARY: 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: 1038SHOW TRANSCRIPT: The Enterprise AI Show #1038 TranscriptSHOW VIDEO: https://youtu.be/T2ZIYLpl_cESHOW 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 architectureSHOW NOTES:Leaked documents show OpenAI is losing billionsAnthropic’s Fable and Mythos models banned from non-US foreign nationalsThe AI layoff wave is becoming a powder kegProfessors says AI-related job losses are inevitableTHESIS: On this Father’s Day, with an AI market that often times doesn’t make any sense, I thought about the type of advice that my father gave me over the years and how it would apply to this time of significant change. Show up, keep up and shut upMake yourself invaluableFocus on what you can controlBe an expert in somethingWhen in doubt, get closer to people and how money is madeWhen things don’t make sense, focus on fundamentalsMarkets can be irrational way longer than you can be solventTry and think a couple steps aheadFEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
Transcribe →AI Cyber is expanding a Vulnerability Gap
Jun 1700:26:03Tap to summarizeSUMMARY: 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: 1037SHOW TRANSCRIPT: The Enterprise AI Show #1037 TranscriptSHOW VIDEO: https://youtu.be/H5KxoiEIfUoSHOW 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-CyberTHESIS: Major initiatives are forming to help enterprise organizations combat security vulnerability threats found or created using new AI-cyber tools such as Anthropic Mythos. What are the key considerations, and what additional steps do organizations need to take to be advantaged by these capabilities? Part 1The Breaking Point and the Mythos MomentThe scope of open source security and supportPatches, disclosures and upstream open sourceClearinghouses, EOs, Laws and CommunitiesRemediation - Build vs. BuyPart 2How fast can you get from Patch to Production?Mitigation before patchingFast path and stable patch pipelines?Automation in patching vs. automation in deploymentFEEDBACK?Email: show @ the enterprise ai show dot comeBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow
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