The Enterprise AI Show

Massive Studios

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 

  1. 11 hrs ago

    Agents Are Identities Too: Identity Security After CyberArk with Amy Blackshaw

    Brandon interviews Amy Blackshaw, Senior Vice President of Identity Marketing at Palo Alto Networks, about identity security in the age of AI agents. Blackshaw, who spent four years leading product marketing at CyberArk before Palo Alto Networks acquired it in February 2026, explains how identity management evolved from an IT operations task into a security discipline, and why identities now need to be protected across their full lifecycle. She walks through the three segments of identity security (access management, privileged access management, and identity governance), argues that human-driven quarterly access reviews are painful and error-prone, and says vendors like Palo Alto Networks are pulling governance into the identity security platform and using AI-driven roles to pre-approve most access. Blackshaw describes how frontier AI models change the attack landscape, with the cost of entry dropping toward zero and attackers moving at machine speed. She cites Unit 42 figures on how fast intrusions reach data exfiltration, an initial access time of about 25 minutes, and a recent investigation in which the full attack took under 10 hours. Her answer is control alongside detection and response: zero standing privileges and just-in-time access, so an attacker who steals a credential reaches a dead end. She and Brandon discuss why the most boring attacks, like a weak password and no second factor, are often the most effective, and why attackers often succeed with hard-coded machine credentials. On agents, Blackshaw says an agent is a machine identity with human-like traits: it can reason, decide, and escalate its own privileges, and you can't MFA it. She argues agents should be first-class identities with least privilege, just-in-time access, lifecycle governance, and a gateway for policy. For human-in-the-loop agents, the person is the anchor and must approve the moments that matter, with guardrails against consent fatigue. For autonomous agents, policy is the anchor, with tightly set permissions, behavior monitoring, and a kill switch. Brandon and Blackshaw also cover how to apply zero standing privilege for admins, developers, and agents without slowing developers down, and why policy and context (time, location, and usual behavior) should decide access. They close on who owns identity, which now rolls up through the CISO and increasingly reaches the CIO and CEO, why identity and security operations teams need to share data, and Blackshaw's case for platformization in a fragmented security market. SHOW: 1071 SHOW TRANSCRIPT: The Enterprise AI Show #1071 Transcript SHOW VIDEO: https://youtu.be/CcaFoJRu0YM SHOW SPONSORS: NordLayer - Use ENTERPRISE10 for 10% offPalo Alto - Secure every identity with Idira by Palo Alto Networks  SHOW LINKS Pathways to Identity Security SuccessSC World: Palo Alto Networks launches IdiraIdentitySecOps: The Closed-Loop Model for AI-Speed DefenseUnify Identity and Security Operations to Stop AI Attacks (ebook)Unit 42 Frontier AI DefenseFrontier AI and Identity Security in Financial Services (Q&A)Cortex XSIAMPalo Alto Networks IdiraPrisma AIRSAmy Blackshaw: You Do Not Have Three Years2026 Unit 42 Global Incident Response Report GUEST BIO Amy Blackshaw is Senior Vice President of Identity Marketing at Palo Alto Networks, where she leads marketing for the identity business unit under the Idira brand. She has spent almost 20 years in cybersecurity, most of it in product marketing at large vendors, including four years leading product marketing at CyberArk, the pioneer of privileged access management, which Palo Alto Networks acquired in February 2026. [PLACEHOLDER: add any additional bio details] Contact Amy Blackshaw: Amy Blackshaw on LinkedIn FEEDBACK? Email: show @ the enterprise ai show dot comBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow

  2. 2 days ago

    A Cloud Nobody Owns: Sovereign Infrastructure for the Agent Era with Dominic Williams

    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 thesis behind the Internet Computer: a stack of software running down to the silicon can never be fully secured, so he wanted a cloud created by a network protocol, where software is tamper-proof, always on, and secure by default without firewalls, patches, or security and sysadmin teams. Williams walks through how it works. Code compiles to WebAssembly and runs in persistent memory, replicated across independent nodes using Byzantine fault tolerance, so there is no database or file system to connect to, and a misbehaving node, even a "Dr. Evil" one, cannot corrupt the result. Brandon presses on data protection, and Williams points to hardware encapsulation such as AMD SEV-SNP and the ability to choose trusted node providers. He then describes cloud engines, which let an enterprise pick nodes from a marketplace (hyperscalers, independent data centers, or on-prem), reconfigure them without downtime, and avoid vendor lock-in, with payment handled behind the scenes so it looks like a conventional cloud. On adoption, Williams says data sovereignty is a major driver, citing the U.S. CLOUD Act and governments, such as Pakistan, that want infrastructure they control and can inspect as open source. He describes Caffeine, which builds apps on the Internet Computer from a chat prompt, and Open SaaS, a suite meant to replace siloed SaaS tools with a single AI-aware system. To get started, he recommends pasting the prompt from the skills site into a coding assistant and having it write the back end in Motoko, a language designed for AI agents that guards against data loss when upgrading apps in production. Cloud engine coupons are expected to open up soon. SHOW: 1070 SHOW TRANSCRIPT: The Enterprise AI Show #1070 Transcript SHOW VIDEO: https://youtu.be/-H4KS5AMKI8 SHOW SPONSORS: Palo Alto - Secure every identity with Idira by Palo Alto Networks NordLayer - Use ENTERPRISE10 for 10% off SHOW LINKS DFINITY FoundationInternet ComputerOpenCloud (cloud engines)Internet Computer Skills: Get StartedDFINITY Unveils Open SaaS Vision for AI-Powered Business SoftwareCaffeineMotoko programming languageWebAssemblyApache CassandraLinkedIn: thedwilliamsTwitter/X: @dominic_w GUEST BIO Dominic Williams is the founder, president, and chief scientist of the DFINITY Foundation, the Zurich-based non-profit behind the Internet Computer, which he began developing in 2015 and launched in 2021. A longtime engineer-entrepreneur focused on distributed systems, he previously founded the MMO game Fight My Monster and served as president and CTO of the Palo Alto incubator String Labs. FEEDBACK? Email: show @ the enterprise ai show dot comBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow

  3. 7 Oct

    The New, New Kingmakers: Agents, Developers, and the Future of Software with Stephen O'Grady

    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 source (the LAMP stack, Linux) and then by cloud services like S3 and EC2 that removed the need to ask for budget. The two discuss why Sun was disrupted from every direction while Oracle and Cisco endured, with O'Grady noting that databases are the stickiest, highest-risk asset in the stack. He recounts getting an early look at GitHub Copilot a year before ChatGPT, but says the late-2025 jump in model capability was a step change he did not foresee. On software development, O'Grady expects a spectrum rather than a consensus on reviewing AI-written code: toy apps and disposable software may never be read by a human, while medical imaging, aviation, and defense will demand real oversight. He uses his construction background to describe the developer's shift from builder to architect, and warns that the "human in the loop" role is the weak end of the outcomes. Brandon and O'Grady examine why individual developers feel superhuman while organizations don't see the gains, with O'Grady pointing to downstream bottlenecks like the flood of PRs overwhelming open source maintainers. He cites Dr. James Bessen's bank teller research as a reminder that automation's effect on employment is hard to predict, and asks what happens if there is an order of magnitude more software in the world. On vendors, O'Grady expects both human-facing and agent-only businesses to coexist, with the biggest growth in agents because they scale like cloud, while Brandon points to Cloudflare's rewrite of Wrangler as a model for exposing complete APIs. O'Grady cautions that giving agents the keys to the kingdom is harder than it sounds, since subtle violations (like pulling copyrighted headshots from MLB.com) are harder to foresee than deleting a database. They close with hot takes: O'Grady takes the under on a 10% chance of AI wiping out humanity, arguing the industry doesn't draw a bright enough line between digital and physical capability, and he remains skeptical of frontier model valuations and the circular investments behind them, especially as open-weight models close the gap. SHOW: 1069 SHOW TRANSCRIPT: The Enterprise AI Show #1069 Transcript SHOW VIDEO: https://youtu.be/E6UFnW40BHQ SHOW SPONSORS: NordLayer - Use ENTERPRISE10 for 10% offPalo Alto - Secure every identity with Idira by Palo Alto Networks  SHOW LINKS The New KingmakersAgents: The new, New KingmakersTecosystems BlogRedMonkLinkedIn GUEST BIO Stephen O'Grady is the principal analyst and co-founder of RedMonk, a developer- and practitioner-focused industry analyst firm. He is the author of *The New Kingmakers* (2013), which argued that developers had become the most important decision-makers in technology, and writes the Tecosystems blog.  FEEDBACK? Email: show @ the enterprise ai show dot comBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow

  4. 4 Oct

    AI News for End of September 2026

    Brian (@bgracely) and Brandon (@bwhichard) 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 chart" of whose money is propping up whose, with the contractors who actually pour concrete at the base. On the wave of agent launches (Meta's Muse, OpenAI's dots, and OpenClaw Enterprise), they agree that giving everyone a cloud-hosted computer for their agent is a real step toward mainstream adoption. Brian says the unanswered questions are accountability when an agent errs, security controls that don't require dozens of settings, and how people decide what is important enough to keep for themselves. Brandon argues agents should step in at the moment of a task, like filling out a form, rather than needing constant delegation. They also note the move toward soft, cuddly agent branding and the lack of easy ways to share skills across people and teams. The show closes with Meta's hiring of MongoDB's CEO to lead its enterprise push, which Brandon expects to fail because consumer companies start at a deficit in enterprise. SHOW SPONSORS: Palo Alto - Secure every identity with Idira by Palo Alto Networks NordLayer - Use ENTERPRISE10 for 10% off SHOW: 1068 SHOW TRANSCRIPT: The Enterprise AI Show #1068 Transcript SHOW VIDEO: https://youtu.be/kaNik7LxV3s SHOW LINKS: https://theenterpriseaishow.com/ FEEDBACK? Email: show @ the enterprise ai show dot comBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow

  5. 23 Sept

    How Do Regulated Enterprises Deploy Private, Secure AI?

    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 SHOW SPONSORS NordLayer - Use ENTERPRISE10 for 10% off.Nasuni - Activate your data for AI and request a demo SHOW LINKS Datasaur homepageIvan Lee on LinkedInDatasaur Launches Forge: AI Native Services to Deploy Private, Model-Agnostic AI Inside Regulated EnterprisesDatasaur'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. FEEDBACK? Email: show @ the enterprise ai show dot comBluesky: @TheEntAIShow.bsky.socialTwitter/X: @TheEntAIShowInstagram: @TheEntAIShow

4.9
out of 5
16 Ratings

About

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 

You Might Also Like