The Enterprise AI Show

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 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 #1066
SHOW VIDEO: https://youtu.be/PkLSI2pRZs8
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Email: show @ the enterprise ai show dot com
Bluesky: @TheEntAIShow.bsky.social
Twitter/X: @TheEntAIShow
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FEEDBACK?
Email: show @ the enterprise ai show dot com
Bluesky: @TheEntAIShow.bsky.social
Twitter/X: @TheEntAIShow
Instagram: @TheEntAIShow

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 materials, and calls the harness, the connective layer to internal data and tools, the least solved but highest-leverage piece. Lee describes agentic AI's shift from opt-in tools to opt-out, event-triggered workflows as the real 2025-2026 adoption unlock, while flagging FinOps trade-offs (agentic tasks can run 3 million tokens versus 2,000 for a chatbot query) and the custom benchmarking his team uses to earn CISO trust before production rollout.

SHOW: 1065 
SHOW TRANSCRIPT: The Enterprise AI Show #1065
SHOW VIDEO: https://youtu.be/PkLSI2pRZs8

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SHOW LINKS
Datasaur homepage
Ivan Lee on LinkedIn
Datasaur Launches Forge: AI Native Services to Deploy Private, Model-Agnostic AI Inside Regulated Enterprises
Datasaur's Private LLM overview

GUEST BIO
Ivan Lee is the founder and CEO of Datasaur, which builds private, model-agnostic AI agents that deploy entirely inside a regulated enterprise's own infrastructure. He previously built AI products at Yahoo and Apple after Yahoo acquired his first company, Loki Studios, and holds a computer science degree from Stanford. Datasaur's clients include a leading GSIB, federal agencies, and Am Law 100 firms, and its backers include Initialized Capital and OpenAI president Greg Brockman.

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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 as research capability that most enterprises lack the trust and human-in-the-loop controls to run.

SHOW SPONSORS:
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SHOW: 1064
SHOW TRANSCRIPT: The Enterprise AI Show #1064 Transcript
SHOW VIDEO: https://youtu.be/hrfTovN3kMw
SHOW LINKS:
https://theenterpriseaishow.com/
FEEDBACK?
Email: show @ the enterprise ai show dot com
Bluesky: @TheEntAIShow.bsky.social
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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 open-source tool Hyperware) in place of trust based on prior behavior. He argues enterprises get burned by chasing a single omnipresent agent instead of narrowing agents to specialized, restricted workflows, the same specialization principle that has driven results throughout machine learning, and flags scheduling as a deceptively hard example where the "10% edge cases" eat most of the effort. He also describes deliberately red-teaming his own agents for weeks (trying to break out of containers, extract credentials, and social-engineer them) before granting them any real access, and points to NanoClaw's containerized, minimal-component design as a model worth enterprise attention. The conversation closes on identity, responsibility, and permissioning as the unresolved internals enterprises must solve before scaling agent autonomy, and on Oppenheimer's prediction that many enterprise roles will shift toward "exception handling" as teams of AI coworkers absorb routine work and escalate only what needs human judgment.

SHOW: 1063 
SHOW TRANSCRIPT: The Enterprise AI Show #1063 Transcript
SHOW VIDEO: https://youtu.be/vL8btTMcInE

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SHOW LINKS
Diego Oppenheimer homepage
Diego on LinkedIn
AI Tinkerers
Guardrails AI
NanoClaw on GitHub
The New Stack, "OpenClaw vs. Hermes Agent: The race to build AI assistants that never forget"
The New Stack, "NanoClaw and Docker team up to isolate AI agents inside MicroVM sandboxes"

GUEST BIO
Diego Oppenheimer is working full-time at AIT Fund (the fund behind AI Tinkerers) and previously was a partner at Factory and served as CEO-in-residence at Factory. He founded Algorithmia, an enterprise MLOps platform acquired by DataRobot, co-founded Guardrails AI, and earlier in his career led teams at Microsoft shipping Excel, SQL Server, and Power BI. He is currently running AI agents inside his own team to take on real, sustained work, including one named Ashley, and documenting what he's learned in a new video series with Joe Heitzeberg.

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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 inside agent environments, a policy-enforcing gateway with granular controls, audit logs, cost attribution, and human-in-the-loop approvals at key decision points.

SHOW: 1062
SHOW TRANSCRIPT: The Enterprise AI Show #1062 Transcript
SHOW VIDEO: https://youtu.be/h906EEQSRs8

SHOW LINKS:
NanoClaw on GitHub
NanoCo homepage
TechCrunch: The wild six weeks for NanoClaw's creator that led to a deal with Docker
The New Stack: Gavriel Cohen found his own code inside OpenClaw, so he walked away
OpenAI: The Hugging Face incident and the road ahead

SHOW SPONSORS:
Nasuni - Activate your data for AI and request a demo
NordLayer - Use ENTERPRISE10 for 10% off

GUEST BIO:
Gavriel Cohen is co-founder and CEO of NanoCo, and creator of NanoClaw, the open-source agent harness he built as a small, auditable, secure alternative to OpenClaw. He spent a decade as a developer and team lead at Wix before building NanoClaw in a weekend, a project that has since drawn a Docker integration and an outside security review. He holds a BSc in Physics and Computer Science from Tel Aviv University.

FEEDBACK?
Email: show @ the enterprise ai show dot com
Bluesky: @TheEntAIShow.bsky.social
Twitter/X: @TheEntAIShow
Instagram: @TheEntAIShow