The Enterprise AI Show

Brandon interviews Dominic Williams, founder, president, and chief scientist of the DFINITY Foundation, about the Internet Computer and why he set out to build a new back-end compute stack. Williams traces his path from building the kids' MMO Fight My Monster, one of the first serious production users of Cassandra, to decentralized networks and the founding of DFINITY in 2016. He explains the...

Brandon interviews Stephen O'Grady, principal analyst and co-founder of RedMonk, about his 2013 book *The New Kingmakers* and his recent follow-up, "Agents: The new, New Kingmakers." O'Grady explains that the original thesis was simple: developers had gone from an afterthought in technology purchasing to the group whose choices determined what got used, driven first by open sou...

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 reads as an early signal worth tracking. If other companies follow, it would point to stress in AI infrastructure commitments, and if not, it is a one-off. Brian suggests the industry needs a "Jenga c...

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 projects, and the strengths and weaknesses of the business in the current and potentially future political climates in the US and around the world.  SHOW: 1067 SHOW TRANSCRIPT: The EntAIShow #1067 - T...

We review 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 datacenter projects, and the strengths and weaknesses of the business in the current and potentially future political climates in the US and around the world.  SHOW: 1066  SHOW TRANSCRIPT: The Enterprise AI Show #1...

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 matur...

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 c...

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...

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 down...

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...

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 d...

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...

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...

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/RMg...

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 pri...

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...

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 d...

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 en...

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 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...

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...

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 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: sho...

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 - Acti...

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/1IHXNrY...

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, 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 d...

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: ht...