EPISODE · May 29, 2026 · 37 MIN
AI, Privacy and the Art of Keeping It Simple with Gary Murry
from Ground Control: Sponsored by RocketDocs · host RocketDocs
RocketDocs CTO Gary Murry joins Perry Robinson and Bryan Jenkins on Ground Control for a conversation that covers a lot of ground. Gary started his career as a mathematician, landed a contract role at Apple in the late eighties, and has spent the decades since working across some of the most interesting corners of Silicon Valley technology. Now he leads engineering at RocketDocs, where his team is navigating one of the most transformative moments in the company's thirty-year history.In this episode, Gary breaks down the thinking behind RocketDocs' latest product release, including features built around simplifying Excel downloads from web portals, marking questions from inside the Launchpad Word plugin, locking down SharePoint permissions at a more granular level, and automating reminders so that both project contributors and knowledge base owners stay on track without needing to be chased down manually. Each feature traces back to a real pain point Gary's team heard directly from customers, and he explains how they use those conversations to decide what to build, what to generalize, and what to leave out entirely.Gary also shares a grounded and practical perspective on where AI is today versus where people imagine it to be. He talks through why RocketDocs built on a RAG-based model to reduce hallucinations, why giving the AI permission to not answer a question was one of the most important decisions they made, and where even the most advanced generative models still break down when faced with common sense problems. For anyone working in proposals or adjacent fields, his advice on how to review AI-generated content and where errors tend to sneak in is genuinely useful.The episode wraps with rapid-fire questions on favorite technologies, what Gary would and would never use general AI tools for, and why his answer to staying relevant in an AI-powered world comes down to one thing: go play with it and see what happens.00:00 Introduction to Gary Murry and His Background02:44 Transition from Mathematics to Technology05:29 Joining Rocket Docs and Embracing Change08:23 Balancing Work and Personal Interests11:14 Feature Prioritization and Customer Feedback14:03 Innovations in Rocket Docs and AI Impact16:45 Navigating Customer Requests and Simplifying Solutions20:54 Meaningful Steps in Scrum Development21:42 The Importance of Tinkering with Technology23:25 Understanding AI: Current State vs. Science Fiction25:11 Limitations of AI: Common Sense and Logic27:20 Navigating AI's Logical Leaps28:28 Hallucinations in AI Responses30:26 Keeping Content Healthy with AI31:30 Future of AI in Content Curation32:06 Favorite Technologies and Their Applications33:32 Privacy Concerns with AI34:37 Challenges in AI Efficiency35:29 Essential Skills for the Future: Prompt Writing36:27 The Joy of Tinkering and Learning
What this episode covers
RocketDocs CTO Gary Murry joins Perry Robinson and Bryan Jenkins on Ground Control for a conversation that covers a lot of ground. Gary started his career as a mathematician, landed a contract role at Apple in the late eighties, and has spent the decades since working across some of the most interesting corners of Silicon Valley technology. Now he leads engineering at RocketDocs, where his team is navigating one of the most transformative moments in the company's thirty-year history.In this episode, Gary breaks down the thinking behind RocketDocs' latest product release, including features built around simplifying Excel downloads from web portals, marking questions from inside the Launchpad Word plugin, locking down SharePoint permissions at a more granular level, and automating reminders so that both project contributors and knowledge base owners stay on track without needing to be chased down manually. Each feature traces back to a real pain point Gary's team heard directly from customers, and he explains how they use those conversations to decide what to build, what to generalize, and what to leave out entirely.Gary also shares a grounded and practical perspective on where AI is today versus where people imagine it to be. He talks through why RocketDocs built on a RAG-based model to reduce hallucinations, why giving the AI permission to not answer a question was one of the most important decisions they made, and where even the most advanced generative models still break down when faced with common sense problems. For anyone working in proposals or adjacent fields, his advice on how to review AI-generated content and where errors tend to sneak in is genuinely useful.The episode wraps with rapid-fire questions on favorite technologies, what Gary would and would never use general AI tools for, and why his answer to staying relevant in an AI-powered world comes down to one thing: go play with it and see what happens.00:00 Introduction to Gary Murry and His Background02:44 Transition from Mathematics to Technology05:29 Joining Rocket Docs and Embracing Change08:23 Balancing Work and Personal Interests11:14 Feature Prioritization and Customer Feedback14:03 Innovations in Rocket Docs and AI Impact16:45 Navigating Customer Requests and Simplifying Solutions20:54 Meaningful Steps in Scrum Development21:42 The Importance of Tinkering with Technology23:25 Understanding AI: Current State vs. Science Fiction25:11 Limitations of AI: Common Sense and Logic27:20 Navigating AI's Logical Leaps28:28 Hallucinations in AI Responses30:26 Keeping Content Healthy with AI31:30 Future of AI in Content Curation32:06 Favorite Technologies and Their Applications33:32 Privacy Concerns with AI34:37 Challenges in AI Efficiency35:29 Essential Skills for the Future: Prompt Writing36:27 The Joy of Tinkering and Learning
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AI, Privacy and the Art of Keeping It Simple with Gary Murry
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