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The Reasoning Show

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The Reasoning Show
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  • The Reasoning Show

    Understanding RAG Systems

    12/04/2026 | 28min
    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. Microsoft 365 Governance, we got this!
    SHOW NOTES:
    Topic 1 - Welcome to the show. Tell us a little bit about your background, and what you focus on these days at Pinecone 
    Topic 2 - Let’s begin by talking about RAG systems. What are they? Why do companies choose to use them? What benefits do they provide in AI systems?
    Topic 3 - At a high level, RAG sounds straightforward—retrieve relevant context, generate an answer. But in practice, where does it break first as systems scale?
    Topic 4 - I’ve heard that RAG systems can return answers that are technically correct but fundamentally wrong. What’s a concrete example of that happening in production—and why does it slip past most teams?
    Topic 5 - In traditional systems, we assume there’s a single source of truth. But in enterprise environments, ‘truth’ is often versioned, contextual, and conflicting. How should teams rethink ‘truth’ when building AI systems?
    Topic 6 - A lot of teams assume their knowledge base is ‘good enough’ for RAG. What do they usually underestimate about the messiness of real enterprise data?
    Topic 7 - There’s a growing narrative that better reasoning models can compensate for weaker retrieval. From what you’ve seen, where does that idea fall apart?
    Topic 8 - If correctness depends on things like timing, policy scope, or configuration, how should teams design systems that understand context—not just content?
    Topic 9 - Looking ahead, what replaces today’s RAG architectures? What patterns are emerging among teams that are actually getting this right?”

    FEEDBACK?
    Email: show @ reasoning dot show
    Bluesky: @reasoningshow.bsky.social
    Twitter/X: @ReasoningShow
    Instagram: @reasoningshow
    TikTok: @reasoningshow
  • The Reasoning Show

    How AI is Transforming Software Development

    08/04/2026 | 33min
    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. Tell us a little bit about your background, and what you focus on these days at AllStacks. 
    Topic 2 - You’ve been talking to a lot of engineering leaders using AI coding tools—what’s the most surprising gap you’re seeing between increased code generation and actual delivery outcomes?
    Topic 3 - Why does increasing developer output with AI often lead to more debugging, duplication, or cleanup instead of faster delivery?
    Topic 4 - You’ve described an ‘invisible rework loop’—can you walk us through what that looks like inside a modern engineering team?
    Topic 5 - As code generation gets easier, where does the real bottleneck shift in the software delivery lifecycle?
    Topic 6 - How do unclear product or engineering specifications get amplified in an AI-assisted development environment?
    Topic 7 - If traditional metrics like lines of code or velocity are becoming misleading, what should engineering leaders actually measure to know if AI is improving delivery?
    Topic 8 - What does a ‘healthy’ AI-assisted development workflow look like 12–18 months from now?

    FEEDBACK?
    Email: show @ reasoning dot show
    Bluesky: @reasoningshow.bsky.social
    Twitter/X: @ReasoningShow
    Instagram: @reasoningshow
    TikTok: @reasoningshow
  • The Reasoning Show

    AI SRE for Complex Systems

    05/04/2026 | 32min
    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:
    Nasuni - Activate your data for AI and request a demo
    ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    SHOW NOTES:
    Traversal (homepage)
    Topic 1 - Welcome to the show. Tell us a little bit about your background, and what you focus on these days at Traversal. 
    Topic 2 - AI is dramatically accelerating code generation, but not improving production outcomes. What’s fundamentally breaking in the traditional SRE model—and where do you see the biggest friction between speed and reliability?
    Topic 3 - What are the most common failure patterns or mistakes you’re seeing in production from AI-generated code—and what’s driving them?
    Topic 4 - AI can generate functional code, but it often lacks context about how systems behave in production. How is this changing what ‘good observability’ needs to look like?
    Topic 5 - How do you see SRE evolving in an AI-first world? Does it become more automated, more policy-driven, or even partially autonomous?
    Topic 6 - For organizations that want to embrace AI-assisted development but avoid production chaos, what are the most important guardrails they should put in place?
    Topic 7 - If we fast-forward 2–3 years, what does a ‘modern’ production stack look like in a world where most code is AI-generated? What capabilities become absolutely essential? In one sentence—what’s the #1 thing a CTO should do right now?
    FEEDBACK?
    Email: show @ reasoning dot show
    Bluesky: @reasoningshow.bsky.social
    Twitter/X: @ReasoningShow
    Instagram: @reasoningshow
    TikTok: @reasoningshow
  • The Reasoning Show

    The Future of Service belongs to Self-Improving AI

    01/04/2026 | 34min
    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:
    ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this!
    Nasuni - Activate your data for AI and request a demo
    SHOW NOTES:
    The future of service belongs to self-improving AI
    Topic 1 - Welcome to the show. Tell us a bit about your background and your focus today. 
    Topic 2 - You describe this moment as a shift from systems of record to intelligent systems of action. What’s fundamentally broken in today’s customer service model that’s forcing this transition now? What changed in the last 2–3 years to make this possible?
    Topic 3 - There’s been a lot of AI in customer service that overpromised and underdelivered. What are the biggest gaps between what customers actually need—like resolution—and what legacy automation has been delivering?
    Topic 4 - The concept of a “self-improving” system is really powerful. What’s actually new here—what enables AI to improve with every interaction without constant human tuning?
    Topic 5 - You’ve moved from assistive copilots to what you call “agentic AI” that can resolve issues end-to-end. Where are we today on that journey—and what still requires human involvement?
    Topic 6 - Voice has historically been one of the hardest channels to automate. What changes with this new generation of AI that makes even complex, multi-step voice interactions solvable?
    Topic 7 - If we fast-forward 2–3 years, what does a “best-in-class” customer service experience look like in an AI-first world?
    FEEDBACK?
    Email: show @ reasoning dot show
    Bluesky: @reasoningshow.bsky.social
    Twitter/X: @ReasoningShow
    Instagram: @reasoningshow
    TikTok: @reasoningshow
  • The Reasoning Show

    AI News of the Month for March 2026

    29/03/2026 | 39min
    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:
    Links to all the AI News covered in this months show
    FEEDBACK?
    Email: show @ reasoning dot show
    Bluesky: @reasoningshow.bsky.social
    Twitter/X: @ReasoningShow
    Instagram: @reasoningshow
    TikTok: @reasoningshow

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Sobre 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
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