The Enterprise AI Show
npub1vs3frvzrqa4hull5qmju5p5wg2p2eh4nkz3z8psazlstj4u6mwps8lyjx5@drss.io
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*
Follow into
AI News for End of September 2026
Save into
4 Oct 2026
Brian(@bgracely) and Brandon(@bwhicard) discuss the biggest AI news stories from the second half of September 2026. Oracle sent a force majeure notice on a major data center build, which Brandon
The Anthropic IPO?
Save into
30 Sep 2026
We review the potential Anthropic IPO, in the context of revenue trajectory, expense trajectory and planned commitments, past and future funding rounds, future expanse commitments to large datacenter
The OpenAI IPO?
Save into
27 Sep 2026
Brian reviews the the potential OpenAI IPO, in the context of revenue trajectory, expense trajectory and planned commitments, past and future funding rounds, future expanse commitments to large
How Do Regulated Enterprises Deploy Private, Secure AI?
Save into
23 Sep 2026
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
AI News for Mid-September 2026
Save into
21 Sep 2026
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
Building AI Agents That Support Enterprise Teams
Save into
16 Sep 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
Securing AI Agents in the Enterprise: NanoClaw, Zero Trust Guardrails, and Governance at Scale
Save into
13 Sep 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
How Open-Source is Reshaping the AI Infrastructure Stack
Save into
9 Sep 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
Vitamins vs. Pain Killers vs. Whippets - The Enterprise AI Adoption Problem
Save into
6 Sep 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
AI News of the Month - August 2026
Save into
2 Sep 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
AI Watermarking: Compliance Theater or Real Provenance Tool
Save into
30 Aug 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
Your AI Project Doesn't Need More Agents
Save into
26 Aug 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
NVIDIA's Pivot from Chipmaker to Financier
Save into
23 Aug 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
Own Your AI Weights or Rent Them?
Save into
19 Aug 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:
Will OSS Models Take Over?
Save into
16 Aug 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
Are We Seeing The End Of OSS Models?
Save into
12 Aug 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:
The Zitron Bear Case: What's Right, What's Wrong?
Save into
9 Aug 2026
SUMMARY: In this episode, Aaron and Brandon 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
Do You Even Need That Trillion-Parameter Model?
Save into
5 Aug 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
AI News of the Month - July 2026
Save into
2 Aug 2026
SUMMARY: Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard) discuss the biggest AI news stories from the month of July 2026. SHOW: 1050 SHOW TRANSCRIPT: The Enterprise AI Show #1050
How AI Stacks are rewriting the Rules of Business
Save into
29 Jul 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
When Will the Models be Good Enough?
Save into
26 Jul 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
AI's Impact on Trust and Brand
Save into
22 Jul 2026
SUMMARY: Brian talks with Melissa Rosenthal from Outlever about the intersection of AI, brand, and marketing. They explore how AI impacts trust, brand consistency, and operational efficiency,
What is a Behavioral Agent Automation Platform?
Save into
19 Jul 2026
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
Does FinOps need an update for the AI world?
Save into
15 Jul 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
Buy, Build or Rent your AI?
Save into
12 Jul 2026
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.
Unstructured Data in an AI World
Save into
8 Jul 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.
Are companies giving away their secrets to AI?
Save into
5 Jul 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:
AI News of the Month - June 2026
Save into
1 Jul 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
Enterprises are concerned about AI Costs, Governance and Trust
Save into
28 Jun 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
A Day in the Life of a Forward-Deployed Engineer
Save into
24 Jun 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
Chaotic AI Markets: Focus on what you can control
Save into
21 Jun 2026
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
AI Cyber is expanding a Vulnerability Gap
Save into
17 Jun 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 acceleration. SHOW: 1037 SHOW
Do CIOs need to create an Enterprise AI Harness?
Save into
12 Jun 2026
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
Should CIOs have a backup plan for AI?
Save into
10 Jun 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
What are the incentives to share AI learning curves with teammates?
Save into
5 Jun 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
Cerebras is disrupting the market with Fast Inference
Save into
3 Jun 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, Chief Strategy Officer at
How will team collaboration evolve within Enterprise AI?
Save into
31 May 2026
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
AI News of the Month - May 2026
Save into
27 May 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
Why Enterprise AI Economics Are Changing
Save into
24 May 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
Can AI Agents be held Accountable?
Save into
20 May 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
Enabling AI Governance for M365
Save into
17 May 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
An AI Market Analysis, May 2026
Save into
13 May 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: 1027 SHOW TRANSCRIPT: The Enterprise AI Show
AI, Data Centers, and the Power Crunch
Save into
10 May 2026
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
AI News of the Month for April 2026
Save into
6 May 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 April, 2026. SHOW: 1025 SHOW
The 2026 AI Draft
Save into
3 May 2026
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
Halt & Retool: Rewriting Software Development in the Age of AI Agents
Save into
29 Apr 2026
SUMMARY: Exploring how to fully embrace AI-driven, agent-based software development, resulting in dramatically increased productivity and faster feature delivery. It highlights a broader shift in
The Zero-CVE Mirage: Hardening Software in the Age of AI Attacks
Save into
26 Apr 2026
SUMMARY: How software development is rapidly evolving in the age of AI and automation. Matt Moore shares how his team is rethinking secure software supply chains, scaling infrastructure, and safely
The Grid’s Breaking Point: Can AI Save the Infrastructure It’s About to Crash?
Save into
22 Apr 2026
SUMMARY: How real-time power flow optimization at the edge is helping data centers and the electrical grid handle surging AI energy demands more efficiently. By unlocking hidden capacity and