The Reasoning Show
The Reasoning Show AI moves fast. Thinking clearly matters more. The Reasoning Show cuts through the hype to explore how the smartest people in enterprise AI actually make decisions — the strategy, the tradeoffs, and the hard lessons no press release mentions. Every week, hosts Aaron Delp and Brian Gracely sit down with the founders building the tools, investors funding the shift, and operators running AI in the real world. Not hype. Not panic. Just clear-headed conversations with people who have to make actual decisions. Because the AI revolution isn't just happening. It's being reasoned through. New shows every Wednesday and Sunday. Topics: Enterprise AI strategy · LLMs in production · AI leadership · Agentic AI · Digital Sovereignty · Machine Learning · AI startups · Cloud Computing
Episodes
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 TRANSCRIPT: The Reasoning Show #1025 Transcript
SHOW VIDEO: https://youtu.be/Gl-49dmAgBs
SHOW SPONSORS:
- Nasuni - Activate your data for AI and request a demo
- ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
SHOW NOTE...
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 Talk
SHOW: 1024
SHOW TRANSCRIPT: The Reasoning Show #1024 Transcript
SHOW VIDEO: https://youtu.be/BjT_HKhOcRE
SHOW SPONSORS:
- ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
- Nasuni - Activate your da...
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 Sailplane
SHOW: 1023
SHOW TRANSCRIPT: The Reasoning Show #1023 Transcript
SHOW VIDEO: https://youtu.be/q50s0oL37pQ
SHOW SPONSORS:
- Nasuni - Activate...
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: 1022
SHOW TRANSCRIPT: The Reasoning Show #1022 Transcript
SHOW VIDEO: https://youtu.be/9Q0kWkTYRs8
SHOW SPONSORS:
- ShareGate - ShareGate Protect. ...
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 Utilidata
SHOW: 1021
SHOW TRANSCRIPT: The Reasoning Show #1021 Transcript
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 Torii
SHOW: 1020
SHOW TRANSCRIPT: The Reasoning Show #1020 Transcript
SHOW VIDEO: https://youtu.be/AUrh_xICPzM
SHOW SPONSORS:
- ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
- Nasuni - Activate your data for AI and request a demo
SHOW NOTES:
- Torii (home...
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 Talk
SHOW: 1019
SHOW TRANSCRIPT: The Reasoning Show #1019 Transcript
SHOW VIDEO: https://youtu.be/q0mksIKcBzk
SHOW SPONSORS:
- ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
- Nasuni - Activa...
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 Pinecone
SHOW: 1018
SHOW TRANSCRIPT: The Reasoning Show #1018 Transcript
SHOW VIDEO: https://youtu.be/-kZZEMR341Q
SHOW SPONSORS:
- Nasuni - Activate your data for AI and request a demo
- ShareGate - ShareGate Protect. M...
SUMMARY: Discover how AI is transforming software development and what it means for engineering leaders.
GUEST: Jeff Keyes, Field CTO at AllStacks
SHOW: 1017
SHOW TRANSCRIPT: The Reasoning Show #1017 Transcript
SHOW VIDEO: https://youtu.be/cXPu8iWeB0k
SHOW SPONSORS:
- ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
- Nasuni - Activate your data for AI and request a demo
SHOW NOTES:
Topic 1 - Welcome to the show...
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 Traversal
SHOW: 1016
SHOW TRANSCRIPT: The Reasoning Show #1016 Transcript
SHOW VIDEO: https://youtu.be/hF3MCRDhMno
SHOW SPONSORS:
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: 1015
SHOW TRANSCRIPT: The Reasoning Show #1015 Transcript
SHOW VIDEO: https://youtu.be/IQaxE-DjIpo
SHOW SPONSORS:
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: 1014
SHOW TRANSCRIPT: The Reasoning Show #1014 Transcript
SHOW VIDEO: https://youtu.be/XwyAC-hxOQY
SHOW SPONSORS:
- VENTION - Ready for expert developers who actually deliver?
Visit ventionteams.com
SHOW NOTES:
SUMMARY: With @bwhichard, we dig into how daily work-life changes when you make @AnthropicAI @claudeai the center of all workflow activities.
SHOW: 1013
SHOW TRANSCRIPT: The Reasoning Show #1013 Transcript
SHOW VIDEO: https://youtu.be/zEmEH0t67js
SHOW SPONSORS:
- VENTION - Ready for expert developers who actually deliver?
Visit ventionteams.com
SHOW NOTES:
Topic 1 - How long have you been living the Claude-life, and when did i...
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: 1012
SHOW TRANSCRIPT: The Reasoning Show #1012 Transcript
SHOW VIDEO: https://youtu.be/aXOr91q76yM
SHOW SPONSORS:
- VENTION - Ready for expert developers who actually deliver?
Visit ventionteams.com
SHOW NOTES:
SUMMARY: Morgan Foster talks about the Kagenti project, which enables an AI Agent agnostic framework for security, authentication, identity and zero-trust.
SHOW: 1011
SHOW TRANSCRIPT: The Reasoning Show #1011 Transcript
SHOW VIDEO: https://youtu.be/djFZruLEDiw
SHOW NOTES:
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: 1010
SHOW TRANSCRIPT: The Reasoning Show #1010 Transcript
SHOW VIDEO: https://youtu.be/tFyLlCnkbsM
SHOW SPONSORS:
- VENTION - Ready for expert developers who actually deliver?
Visit ventionteams.com
SHOW NOTES:
WHY THE NEED FOR A CODE RED?
- Veloci...
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: 1009
SHOW TRANSCRIPT: The Reasoning Show #1009 Transcript
SHOW VIDEO: https://youtu.be/7xARBtgiMQg
SPONSORS:
- VENTION - Ready for expert developers who actually deliver?
Visit ventionteams.com
SHOW NOTES:
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: 1008
SHOW TRANSCRIPT: The Reasoning Show #1008 Transcript
SHOW VIDEO: https://youtu.be/eA8vpPmSW0Y
SPONSORS:
- VENTION - Ready for expert developers who actually deliver?
Visit ventionteams.com
SHOW NOTES:
T...
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: 1007
SHOW TRANSCRIPT: The Reasoning Show #1007 Transcript
SHOW VIDEO: https://youtu.be/4tdj0S0AyhM
SHOW SPONSOR:
- VENTION - Ready for expert developers who actually deliver?
Visit ventionteams.com
SHOW N...
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: 1006
SHOW TRANSCRIPT: The Cloudcast #1006 Transcript
SHOW VIDEO: https://youtube.com/@TheCloudcastNET
NEW TO CLOUD? CHECK OUT OUR O...
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