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31 episodes
The Enterprise AI Show
by Massive Studios · English
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
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AI’s Netflix Moment: What Early Cloud Teaches Us About the Next Phase
Enterprise AI during a potential market slowdown/ROI reckoning; shift from “token maxing” and “AI-first” hype to measurable value, governance, and secure production use.
11 Nov 2026 · 22m · 8 chaptersClaude, Make Me Rich: Finding Anthropic’s Next Giant Market
A roundtable imagining Anthropic’s next “giant market” after funding/IPO (expected Nov–Dec 2026).
8 Nov 2026 · 29m · 12 chaptersFrom $2 Trillion to $20 Trillion: What Anthropic Has to Become Beyond Claude
The hosts speculate that if Anthropic’s IPO succeeds, the company could grow from ~$2T to ~$20T by expanding beyond Claude and Claude Code into “Claude for” major enterprise back-office systems.
4 Nov 2026 · 26m · 11 chaptersAI & Cloud News - End of October 2026
The Enterprise AI Show episode (end of October 2026) covers AI and cloud business news, framed as “follow the money.” Topic highlights: Cisco’s plan to use AI to rewrite most legacy code; major cloud…
1 Nov 2026 · 42m · 15 chaptersOpenClaw Enterprise: Making AI Agents Safe for the Enterprise
Red Hat engineers discuss OpenClaw Enterprise (OCE) and its underlying OpenShell sandboxing approach for safely running AI agents in enterprises, including deny-by-default execution, least-privileged…
28 Oct 2026 · 42m · 15 chaptersConfidence or Con? The Psychology of Tech’s Boldest Leaders
The psychology of “confident” tech leaders who keep making bold claims after evidence turns against them, using Elizabeth Holmes as a central case.
25 Oct 2026 · 28m · 17 chaptersNever Do the Same Work Twice: Rethinking CI for the Agent Era with Dan Manges
Continuous integration for AI coding agents—how to speed validation, reduce redundant work, and make CI “agent-native” using graph-based execution and content-based caching (RWX).
21 Oct 2026 · 42m · 19 chaptersAI News - Mid-October 2026
Mid-October 2026 Enterprise AI Show news roundup. Hosts discuss (1) using “Jev” (an LLM for yes/no or multiple-choice answers) for high-stakes decision-making, illustrated with a Washington…
18 Oct 2026 · 37m · 14 chaptersA Cloud Nobody Owns: Sovereign Infrastructure for the Agent Era with Dominic Williams
Building a “sovereign, agent-ready” cloud using the Internet Computer (ICP) and upcoming Cloud Engines, so enterprises aren’t locked into a single hyperscaler.
12 Oct 2026 · 42m · 20 chaptersThe New, New Kingmakers: Agents, Developers, and the Future of Software with Stephen O'Grady
Stephen O’Grady (RedMonk) explains how developers became “kingmakers,” why open source and cloud shifted power to programmers, and how LLMs/agents may further change software creation, review, and…
7 Oct 2026 · 44m · 22 chaptersAI News for End of September 2026
Enterprise AI Show episode “AI News for End of September 2026” (host Aaron; guests Brian and Brandon).
4 Oct 2026 · 36m · 17 chaptersThe Anthropic IPO?
Speculative analysis of Anthropic’s potential IPO timing (possibly November 2026) and what public/leaked financials imply about revenue growth, losses, and long-term obligations; also assesses…
30 Sep 2026 · 26m · 8 chaptersThe OpenAI IPO?
Whether OpenAI is on track for an IPO, what investors would be told, and the financial/strategic risks affecting timing (recorded Sept 27, 2026).
27 Sep 2026 · 30m · 8 chaptersHow Do Regulated Enterprises Deploy Private, Secure AI?
How regulated enterprises can deploy private, secure, “sovereign” AI—covering data sovereignty/compliance, buy vs rent, model/harness architecture, agent workflows, security/trust/FinOps, and…
23 Sep 2026 · 35m · 17 chaptersAI News for Mid-September 2026
The Enterprise AI Show “remix” covers mid-September 2026 AI news, shifting from monthly to biweekly.
21 Sep 2026 · 43m · 20 chaptersBuilding AI Agents That Support Enterprise Teams
Part 2 of a two-part series on enterprise AI agents. Diego Oppenheimer explains how to evaluate agent harnesses (OpenClaw, Hermes, Nanoclaw), where agents work today (restricted…
16 Sep 2026 · 40m · 12 chaptersSecuring AI Agents in the Enterprise: NanoClaw, Zero Trust Guardrails, and Governance at Scale
Securing AI agents in enterprises using NanoClaw/NanoCo, focusing on zero-trust “guardrails,” governance, sandboxing, credential management, and human-in-the-loop approvals to prevent data leaks and…
13 Sep 2026 · 45m · 13 chaptersHow Open-Source is Reshaping the AI Infrastructure Stack
How open source (Kubernetes, Kubeflow) is reshaping the AI infrastructure stack, with a focus on reproducibility, determinism, data lineage, and “AI-native” enterprise architectures.
9 Sep 2026 · 42m · 11 chaptersVitamins vs. Pain Killers vs. Whippets - The Enterprise AI Adoption Problem
Enterprise AI adoption framed as a sales analogy: AI as “vitamins” (aspirational), “painkillers” (solve an urgent pain), and a third category “whippets” (quick-hit, resume-driven, low-commitment…
6 Sep 2026 · 22m · 6 chaptersAI News of the Month - August 2026
Enterprise AI Show’s “AI News of the Month - August 2026,” a rapid roundup of major August AI business and security stories.
2 Sep 2026 · 39m · 15 chaptersAI Watermarking: Compliance Theater or Real Provenance Tool
AI watermarking for provenance/compliance—whether it’s meaningful long-term or just “compliance theater,” especially under EU rules (EU AI Act transparency requirements) and privacy/regulatory…
30 Aug 2026 · 18m · 8 chaptersYour AI Project Doesn't Need More Agents
AI transformation projects in enterprises, arguing that most teams don’t need “more agents”; they need proper diagnosis, data access, and process change.
26 Aug 2026 · 38m · 15 chaptersNVIDIA's Pivot from Chipmaker to Financier
NVIDIA’s “pivot” toward financing GPUs/data-center buildouts, sparked by news that NVIDIA is backing OpenAI’s $105B Ohio data center.
23 Aug 2026 · 23m · 5 chaptersOwn Your AI Weights or Rent Them?
Pros and cons for enterprises of “owning AI weights” vs renting/using third-party models, framed as part of the Models and Markets series. Guests: Brandon Richard (co-host/guest host).
19 Aug 2026 · 16m · 7 chaptersWe use cookies.They keep VO running smoothly and help us improve it. Privacy policy