The Enterprise AI Show
The Enterprise AI Show explores the AI journey for enterprise companies worldwide. Hosts Aaron Delp and Brian Gracely discuss generative AI, enterprise systems, and global business strategy with founders, investors, and practitioners. Episodes focus on technical architectures and business models that drive real-world ROI. New shows every Wednesday and Sunday.
Episodes
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
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
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 sou
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
The Anthropic IPO?
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: 1067SHOW TRANSCRIPT: The EntAIShow #1067 - The
The OpenAI IPO?
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 #106
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 matur
AI News for Mid-September 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 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
Building AI Agents That Support Enterprise Teams
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)
Securing AI Agents in the Enterprise: NanoClaw, Zero Trust Guardrails, and Governance at Scale
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 downl
How Open-Source is Reshaping the AI Infrastructure Stack
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 c
Vitamins vs. Pain Killers vs. Whippets - The Enterprise AI Adoption Problem
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
AI News of the Month - August 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 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
AI Watermarking: Compliance Theater or Real Provenance Tool
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
Your AI Project Doesn't Need More Agents
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: 1057SHOW TRANSCRIPT: The Enterprise AI Show #1057 TranscriptSHOW VIDEO: https://youtu.be/RMgycb
NVIDIA's Pivot from Chipmaker to Financier
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
Own Your AI Weights or Rent Them?
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: 1055SHOW TRANSCRIPT: The Enterprise AI Show #1055 TranscriptSHOW VIDEO: https://youtu.be/uc0GZBLgUeoSHOW SPONSORS:Nasuni - Activate your data for AI and request a demo Topic: Own Your Weights or Rent Them?Why now? Alex Karp h
Will OSS Models Take Over?
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
Are We Seeing The End Of OSS Models?
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: 1053SHOW TRANSCRIPT: The Enterprise AI Show #1053 TranscriptSHOW VIDEO: https://youtu.be/-9iwoC5-muESHOW SPONSORS:Nasuni - Activate your data for AI and request a demo Topic: Are we seeing the end of O
The Zitron Bear Case: What's Right, What's Wrong?
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: 1052SHOW TRANSCRIPT: The Enterprise AI Show #1052 TranscriptSHOW VIDEO: https://youtu.be/Fm3T5bT_8CQSHOW SPONSORS:Nasuni - Activate your data for AI and requ
Do You Even Need That Trillion-Parameter Model?
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: 1051SHOW TRANSCRIPT: The Enterprise AI Sh
AI News of the Month - July 2026
SUMMARY: Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard) discuss the biggest AI news stories from the month of July 2026. SHOW: 1050SHOW TRANSCRIPT: The Enterprise AI Show #1050 TranscriptSHOW VIDEO: https://youtu.be/9u-uAaQVjXkSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoSHOW NOTES:Links to all the AI News covered in this month’s showFEEDBACK?Email: show @ the e
How AI Stacks are rewriting the Rules of Business
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: 1049SHOW TRANSCRIPT: The Enterprise AI Show #1049 TranscriptSHOW VIDEO: https://youtu.be/EgIvsBnZnmgSHOW SPONSORS:Nasuni - Activate y
When Will the Models be Good Enough?
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: 1048SHOW TRANSCRIPT: The Enterprise AI Show #1048 TranscriptSHOW VIDEO: https://youtu.be/1IHXNrYlYC
AI's Impact on Trust and Brand
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: 1047SHOW TRANSCRIPT: The Enterprise AI Show #1047 TranscriptSHOW VIDEO: https://youtu.be/PEqyOxE9PIwSHOW SPONSORS:Nasuni - Activate your data f
What is a Behavioral Agent Automation Platform?
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: 1046SHOW TRANSCRIPT: The Enterprise AI Show #1046 TranscriptSHOW VIDEO: https
Does FinOps need an update for the AI world?
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: 1045SHOW TRANSCRIPT: The Enterprise AI Show #1045 TranscriptSHOW VIDEO: https://youtu.be/Plb88y-IkZYSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got
Buy, Build or Rent your AI?
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. SHOW: 1044SHOW TRANSCRIPT: The Enterprise AI Show #1044 TranscriptSHOW VIDEO: https://youtu.be/vcroGCXd3N4SHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Na
Unstructured Data in an AI World
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. SHOW: 1043SHOW TRANSCRIPT: The Enterprise AI Show #1043 TranscriptSHOW VIDEO: https://youtu.be/OAqnuhorMJ4SHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Micr
Are companies giving away their secrets to AI?
SUMMARY: Are CEO's frustrated with the lack of control, costs and sovereignty of their AI environments? SHOW: 1042SHOW TRANSCRIPT: The Enterprise AI Show #1042 TranscriptSHOW VIDEO: https://youtu.be/xgQv8WP-DNISHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW NOTES:Palantir and NVIDIA partnership (June
AI News of the Month - June 2026
SUMMARY: Brian Gracely (@bgracely) and Aron Delp (@aarondelp) discuss the biggest AI news stories from the month of June, 2026. SHOW: 1041SHOW TRANSCRIPT: The Enterprise AI Show #1041 TranscriptSHOW VIDEO: https://youtu.be/SXmPOgE5jGkSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!SHOW NOTES:Links to all the A
Enterprises are concerned about AI Costs, Governance and Trust
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: 1040SHOW TRANSCRIPT: The Enterprise AI Show #1040 TranscriptSHOW VIDEO: https://youtu.be/RyB4m17YK_4SHOW SPONSORS:Nasuni - Activate your data for AI and request a demoOutShift by Cisco - “Scaling Out Superintelligence” The Interne
A Day in the Life of a Forward-Deployed Engineer
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: 1039SHOW TRANSCRIPT: The Enterprise AI Show #1039 TranscriptSHOW VIDEO: https://youtu.be/QY0fqu2O84MSHOW SPONSORS:OutShift by Cisco - “Scaling Out Superintelligence” The Internet of Cognition architectureShareGate -
Chaotic AI Markets: Focus on what you can control
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: 1038SHOW TRANSCRIPT: The Enterprise AI Show #1038 TranscriptSHOW VIDEO: https://youtu.be/T2ZIYLpl_cESHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your d
AI Cyber is expanding a Vulnerability Gap
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: 1037SHOW TRANSCRIPT: The Enterprise AI Show #1037 TranscriptSHOW VIDEO: https://youtu.be/H5KxoiEIfUoSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoOutShift by Cisco - “Scaling Out Superintelli
Do CIOs need to create an Enterprise AI Harness?
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: 1036SHOW TRANSCRIPT: The Enterprise AI Show #1036 TranscriptSHOW VIDEO: https://youtu.be/ZgkMF7G3YfoSHOW SPONSORS:OutShift by Cisco - “Scaling Out Superintelligence” The Internet of Cognition architectureShare
Should CIOs have a backup plan for AI?
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: 1035SHOW TRANSCRIPT: The Enterprise AI Show #1035 TranscriptSHOW VIDEO: https://youtu.be/ngBBpP2LgdoSHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI
What are the incentives to share AI learning curves with teammates?
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: 1034SHOW TRANSCRIPT: The Enterprise AI Show #1034 TranscriptSHOW VIDEO: https://youtu.be/TvIFwNN-6ckSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoOutShift - “Scaling Out Superintelligence”
Cerebras is disrupting the market with Fast Inference
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 Cerebras AISHOW: 1033SHOW TRANSCRIPT: The Enterprise AI Show #1033 TranscriptSHOW VIDEO: https://youtu.be/ed2nVbOtZiASHOW SPONSORS:OutShift - “Scaling Out Superintelligence” The Internet of Cognition architect
How will team collaboration evolve within Enterprise AI?
SUMMARY: The biggest enterprise AI question is which organization can most effectively operationalize, govern, and economically scale AI agents across the business.SHOW: 1032SHOW TRANSCRIPT: The Enterprise AI Show #1032 TranscriptSHOW VIDEO: https://youtu.be/GsK_RUnYroISHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance. We got this.Nasuni - Activate your data for AI and request
AI News of the Month - 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: 1031SHOW TRANSCRIPT: The Reasoning Show #1031 TranscriptSHOW VIDEO: https://youtu.be/MNihDdBSteISHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governanc
Why Enterprise AI Economics Are Changing
SUMMARY: The biggest enterprise AI question may no longer beWhich model is smartest? Instead, which organization can most effectively operationalize, govern, and economically scale AI agents across the business?’SHOW: 1030SHOW TRANSCRIPT: The Enterprise AI Show #1030 TranscriptSHOW VIDEO: https://youtu.be/acOBfRI0P3USHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance. We got this
Can AI Agents be held Accountable?
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 really fall in love with AI? GUEST: Ram Venkatesh, Co-Founder/CTO of Sema4.aiSHOW: 1029SHOW TRANSCRIPT: The Enterprise AI Show #1029 TranscriptSHOW VIDEO: https://youtu.be/Lc3XS44Ixg4SHOW SPONSORS:Nas
Enabling AI Governance for M365
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 faster without losing control of their data, identities, and workflows.GUEST: Richard Harbridge, Principal Industry Advisor, Microsoft 365 at ShareGateSHOW: 1028SHOW TRANSCRIPT: The Enterprise AI Show #1028 Trans
An AI Market Analysis, 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: 1027SHOW TRANSCRIPT: The Enterprise AI Show #1027 TranscriptSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!SHOW NOTES:Reviewing the Major AI Vendors FEEDBACK?Ema
AI, Data Centers, and the Power Crunch
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 PADO AISHOW: 1026SHOW TRANSCRIPT: The Reasoning Show #1026 TranscriptSHOW VIDEO: https://youtu.be/satMQRxKQC8SHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Ac
AI News of the Month for April 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: 1025SHOW TRANSCRIPT: The Reasoning Show #1025 TranscriptSHOW VIDEO: https://youtu.be/Gl-49dmAgBsSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft 365 Governa
The 2026 AI Draft
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 Whichard, Software Defined TalkSHOW: 1024SHOW TRANSCRIPT: The Reasoning Show #1024 TranscriptSHOW VIDEO: https://youtu.be/BjT_HKhOcRESHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got
Halt & Retool: Rewriting Software Development in the Age of AI Agents
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 engineering—from writing code to orchestrating AI agents.GUEST: Sam Ramji, CEO/Co-founder at SailplaneSHOW: 1023SHOW TRANSCRIPT: The Reasoning Show #1023 TranscriptSHOW VIDEO: https://youtu.be/q50s0oL37pQ
The Zero-CVE Mirage: Hardening Software in the Age of AI Attacks
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 integrating AI agents into development workflows.GUEST: Matt Moore, CTO at Chainguard SHOW: 1022SHOW TRANSCRIPT: The Reasoning Show #1022 TranscriptSHOW VIDEO: https://youtu.be/9Q0kWkTYRs8SHOW SPONSORS:
The Grid’s Breaking Point: Can AI Save the Infrastructure It’s About to Crash?
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 dynamically managing power systems, we explain how existing infrastructure can support significantly more compute without massive new buildouts.GUEST: Marissa Hummon, CTO UtilidataSHOW: 1021SHOW TRANSCRIPT: Th
Shadow AI is Faster Than Your Governance: Why Guardrails are Failing
SUMMARY: Shadow AI is growing much faster than known AI adoption across businesses. How can IT teams get Shadow AI under control?GUEST: Uri Haramati, CEO at ToriiSHOW: 1020SHOW TRANSCRIPT: The Reasoning Show #1020 TranscriptSHOW VIDEO: https://youtu.be/AUrh_xICPzMSHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demo
The Junior Dev Crisis: Who Inherits the Code When AI Does the Work?
SUMMARY: Have we reached a point where coding is a solved problem? And if so, what are the downstream effects on companies that need software to differentiate their business?GUEST: Brandon Whichard, Co-Host of Software Defined TalkSHOW: 1019SHOW TRANSCRIPT: The Reasoning Show #1019 TranscriptSHOW VIDEO: https://youtu.be/q0mksIKcBzkSHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governan
RAG Won’t Save Your Messy Data: The Brutal Truth About AI Reliability
SUMMARY: The RAG (Retrieval Augmented Generation) pattern is one of the most frequently used to augment LLMs with context-specific information. Let’s explore RAG. GUEST: Roie Schwaber-Cohen, Head of Developer Relations at PineconeSHOW: 1018SHOW TRANSCRIPT: The Reasoning Show #1018 TranscriptSHOW VIDEO: https://youtu.be/-kZZEMR341QSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoS
The Productivity Paradox: Why More AI Code is Slowing Down Shiptimes
SUMMARY: Discover how AI is transforming software development and what it means for engineering leaders. GUEST: Jeff Keyes, Field CTO at AllStacks SHOW: 1017SHOW TRANSCRIPT: The Reasoning Show #1017 TranscriptSHOW VIDEO: https://youtu.be/cXPu8iWeB0kSHOW SPONSORS:ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!Nasuni - Activate your data for AI and request a demoSHOW NOTES:Top
The Production Chaos: Why AI-Generated Code is Breaking Traditional SRE
SUMMARY: With the explosion of AI-generated code and applications, the modern SRE requires an AI-native approach to managing complex systems. GUEST: Anish Agarwal - CEO/Cofounder of TraversalSHOW: 1016SHOW TRANSCRIPT: The Reasoning Show #1016 TranscriptSHOW VIDEO: https://youtu.be/hF3MCRDhMnoSHOW SPONSORS:Nasuni - Activate your data for AI and request a demoShareGate - ShareGate Protect. Microsoft
The Future of Service belongs to Self-Improving AI
SUMMARY: Today’s episode is all about a transformation happening in customer service—one that’s moving us from static systems and scripted workflows into something far more dynamic: AI systems that can actually learn and improve over time.GUEST: Shashi Upadhyay (President of Product, Engineering, and AI at Zendesk)SHOW: 1015SHOW TRANSCRIPT: The Reasoning Show #1015 TranscriptSHOW VIDEO: https://y
The $26B Pivot: Why Big Tech is Abandoning the AI "Wrapper" Model
SUMMARY: Brian (@bgracely) and Brandon Whichard (@bwhichard, Software Defined Talk and Failover Media) discuss the biggest AI news stories from the month of March, 2026. SHOW: 1014SHOW TRANSCRIPT: The Reasoning Show #1014 TranscriptSHOW VIDEO: https://youtu.be/XwyAC-hxOQYSHOW SPONSORS:VENTION - Ready for expert developers who actually deliver?Visit ventionteams.comSHOW NOTES:Links to all the AI N
Living the Claude-centric Life
SUMMARY: With @bwhichard, we dig into how daily work-life changes when you make @AnthropicAI @claudeai the center of all workflow activities. SHOW: 1013SHOW TRANSCRIPT: The Reasoning Show #1013 TranscriptSHOW VIDEO: https://youtu.be/zEmEH0t67jsSHOW SPONSORS:VENTION - Ready for expert developers who actually deliver?Visit ventionteams.comSHOW NOTES:Topic 1 - How long have you been living the Claude
NVIDIA’s Open Software Trap: The Real Cost of the New Inference Stack
SUMMARY: We dig into the NVIDIA GTC keynote and highlight three things - accelerated computing for everything, the complexity of the new inference stack, and NVIDIA’s “open” software stack including NemoClaw.SHOW: 1012SHOW TRANSCRIPT: The Reasoning Show #1012 TranscriptSHOW VIDEO: https://youtu.be/aXOr91q76yMSHOW SPONSORS:VENTION - Ready for expert developers who actually deliver?Visit ventionteam
Kagenti - A Kubernetes Control Plane for AI Agents
SUMMARY: Morgan Foster talks about the Kagenti project, which enables an AI Agent agnostic framework for security, authentication, identity and zero-trust.SHOW: 1011SHOW TRANSCRIPT: The Reasoning Show #1011 TranscriptSHOW VIDEO: https://youtu.be/djFZruLEDiwSHOW NOTES:Kagenti (homepage)Kagenti (use-cases)“Old Things that look like Agents”“What makes Agents different?”CNV - What Makes Agents Differe
Your Career is Legacy Code: Why 'All Jobs are Software' is a Warning, Not a Trend
SUMMARY: Brian talks about the rapidly expanding gap between people and companies that augment their work with AI and those who are making AI the center of their work world. SHOW: 1010SHOW TRANSCRIPT: The Reasoning Show #1010 TranscriptSHOW VIDEO: https://youtu.be/tFyLlCnkbsMSHOW SPONSORS:VENTION - Ready for expert developers who actually deliver?Visit ventionteams.comSHOW NOTES:WHY THE NEED FOR A
Inside OpenClaw and Open Source Innovation
SUMMARY: Sally O’Malley (Principle Software Engineer @RedHat, Maintainter @OpenClaw) talks about her early experiences of immersing herself into OpenClaw and evolution of the OpenClaw community.SHOW: 1009SHOW TRANSCRIPT: The Reasoning Show #1009 TranscriptSHOW VIDEO: https://youtu.be/7xARBtgiMQgSPONSORS:VENTION - Ready for expert developers who actually deliver?Visit ventionteams.comSHOW NOTES:Ope
Understanding NeoClouds with Crusoe
Erwan Menard - SVP Product Management @CrusoeAI talks about the evolution of NeoClouds, the challenges of matching the speed of data centers, GPUs and software, and how everything is evolving to megawatts and tokens. SHOW: 1008SHOW TRANSCRIPT: The Reasoning Show #1008 TranscriptSHOW VIDEO: https://youtu.be/eA8vpPmSW0YSPONSORS:VENTION - Ready for expert developers who actually deliver?Visit vention
Beyond the Chatbot: Why Most "Agents" are Just Glorified Automation
OVERVIEW: Welcome to The Reasoning Show! We dig into one of the foundational building blocks of modern Generative AI, the AI Agent. So what is an AI Agent, and what do we need to think about for the next couple years? SHOW: 1007SHOW TRANSCRIPT: The Reasoning Show #1007 TranscriptSHOW VIDEO: https://youtu.be/4tdj0S0AyhMSHOW SPONSOR:VENTION - Ready for expert developers who actually deliver? Visit v
AI & Cloud News of the Month - Feb 2026
This episode marks the transition from The Cloudcast to The Reasoning Show, focusing more on AI and cloud topics. Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, @SoftwareDefTalk) discuss recent trends in AI, the evolution of tech teams, and the shifting landscape of enterprise AI tools.SHOW: 1006SHOW TRANSCRIPT: The Cloudcast #1006 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudca
How The Cloudcast is changing in 2026?
Aaron and Brian discuss how The Cloudcast will be changing going forward, signaling an industry shift from Cloud Computing to AI. SHOW: 1005SHOW TRANSCRIPT: The Cloudcast #1005 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS"SHOW NOTES:Topic 1 - What are we announcing? (“The Reasoning Show”, a.k.a. “Reasoning”)New n
What's Your Token Budget?
This episode explores the evolving economics of AI development, the rising costs associated with AI agents, and the implications for businesses and developers. It highlights the shift from centralized to decentralized computing, the importance of understanding token budgets, and the future of AI project management.SHOW: 1004SHOW TRANSCRIPT: The Cloudcast #1004 TranscriptSHOW VIDEO: https://youtube
Evaluating AI Models in 2026
Aaron and Brian review some of the latest AI model releases and discuss how they would evaluate them through the lens of an Enterprise AI Architect. SHOW: 1003SHOW TRANSCRIPT: The Cloudcast #1003 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS" SHOW NOTES:Last Week in AI Podcast #234Artificial Analysis.AIOpus 4.6 Rel
Three AI Rooms to be a Fly on the Wall in 2026
As we move into Q1 2026, Brian talks about 3 rooms where he'd like to be a fly on wall to see the blueprints of significant AI companies shaping the markets. SHOW: 1002SHOW TRANSCRIPT: The Cloudcast #1002 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST - "CLOUDCAST BASICS" A FLY ON THE WALL IN 3 ROOMS IN 2026Room1 - NVIDIA’s M&
What we wish we knew about the next 3 years of AI?
Aaron and Brian explore the evolving landscape of AI over the next three years, discussing its economic implications, political influences, technological advancements, partnership dynamics, changing buying patterns, and the potential impact on job creation and destruction. They emphasize the uncertainty surrounding AI's future and the need for understanding its broader implications.SHOW: 1001
The Economics of Software Developers
If someone walked into your office today and asked you to build a framework for how to value software development, what would you think about it? SHOW: 1000SHOW TRANSCRIPT: The Cloudcast #1000 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST - "CLOUDCAST BASICS" SHOW NOTES:Chainguard introduces Factory 2.0On running a startup of Claude
The Future of Enterprise Software?
Are we ready to move into an era of wild predictions about where the future of Enterprise software is headed in 2026 and beyond? SHOW: 999SHOW TRANSCRIPT: The Cloudcast #999 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotwCHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS"SHOW NOTESThe SPAC-king is going to fix legacy software All
The Rise of Digital Sovereignty
We take a listener question about digital sovereignty, tariffs and UK/EU independence from large US cloud providers, also Brian reaches out to the Melbourne, AUS listeners. SHOW: 998SHOW TRANSCRIPT: The Cloudcast #998 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotwCHECK OUT OUR NEW PODCAST: "CLOUDCAST BASICS"SHOW NOTESAWS E
AI & Cloud Trends for January 2026
Aaron Delp (@aarondelp), Brian Gracely (@bgracely) and Brandon Whichard (@bwhichard, @SoftwareDefTalk) discuss the top stories in Cloud and AI from January 2026.SHOW: 997SHOW TRANSCRIPT: The Cloudcast #997 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS"SHOW NOTES:Link to January 2026 News and ArticlesFEEDBACK?Email
10 Questions about what Cloud 2.0 might look like
Following on the discussion of the Cloud 1.0 to Cloud 2.0 transition, we explore what that future cloud might look like. SHOW: 996SHOW TRANSCRIPT: The Cloudcast #996 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST - "CLOUDCAST BASICS" SHOW NOTES:Q1 - What didn’t Cloud 1.0 achieve from the grand vision?Q2 - What seemed promising but mig
The Cloudcast Playbook - Lessons from 1000 Shows
After 1000+ shows of The Cloudcast, when critical lessons have we learned about the industry, our our journey, and tips for anyone in tech. SHOW: 995SHOW TRANSCRIPT: The Cloudcast #995 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST - "CLOUDCAST BASICS" SHOW NOTES:Lesson 1 - Why did we create The Cloudcast? [Career expansion]Lesson 2 -
It's the beginning of Cloud 2.0
15 years ago, when we started The Cloudcast the definition of cloud was pretty clear cut. But now in 2026, the rules are all different and a new era of Cloud is upon us. Let’s explore what the next generation might provide. SHOW: 994SHOW TRANSCRIPT: The Cloudcast #994 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET CLOUD NEWS OF THE WEEK: http://bit.ly/cloudcast-cnotwCHECK OUT OUR NEW P
RAG That Survives Production
Adam Kamor (@tonicfakedata, Founder & Head of Engineering) talks about building RAG (Retrieval Augmented Generation) systems in production for AI data. SHOW: 992SHOW TRANSCRIPT: The Cloudcast #992 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS" SHOW NOTES:Tonic.ai websiteTonic Validate Product PageTonic Validate
20 Years of OSS Databases
Peter Zairsev (@PeterZaitsev, Founder of @Percona) talks about the history of OSS databases, and how AI is reshaping the demands on modern databases. SHOW: 991SHOW TRANSCRIPT: The Cloudcast #991 TranscriptSHOW VIDEO: https://youtube.com/@TheCloudcastNET NEW TO CLOUD? CHECK OUT OUR OTHER PODCAST: "CLOUDCAST BASICS" SHOW NOTES:Percona websiteTopic 1 - Welcome to the show, Peter. Give every
