The Manager Track

AI in the Workplace: The Problem No One Names - With David Dean (Ep 316)


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In this episode, Ramona sits down with David Dean, a technologist with close to two decades inside complex organizations and the author of a new book, An Inbox Between Us. David calls himself a business AI realist. His core idea is that every company runs on two versions of itself: the official version in your job descriptions, SOPs, and leadership decks, and the unwritten contract, the side conversations and quiet workarounds where the job actually gets done. Most of that second version lives in your inbox, your chats, and your meeting transcripts, and most managers never get to see it clearly.


David and Ramona get into what changes when you stop asking AI to solve the problem and start using it to find the problem first.


In this conversation, we cover:

  • Why the work that matters most is the work no one documents
  • How silence, follow-ups, and stalled approvals are signals you can actually read
  • The difference between a technical problem and a behavioral one, and why we keep confusing the two
  • What makes a person irreplaceable when AI can mimic almost everything else
  • The messaging that decides whether your team sees AI as a threat or a relief


If you have ever rolled out a new tool and watched the same dysfunction show up wearing a new outfit, this episode is for you.


Watch on YouTube: The Manager Track on YouTube: https://youtu.be/mVWHPqdKRdU


Resources Mentioned in This Episode


  • An Inbox Between Us by David Dean: https://a.co/d/04RrQknz
  • David Dean’s website: davidchristopherdean.com


Links


  • Schedule a Leadership Strategy Call with Ramona HERE.
  • Grab the free New Manager Toolkit mentioned in the episode: archova.org/freetoolkits
  • Turn your 1-on-1 meetings from time wasters into your most valuable meeting of the week. Learn more at: archova.org/1on1-course
  • Grab Ramona’s best-selling book, The Confident & Competent New Manager: amzn.to/3TuOdcP

Other Episodes You Might Like


  • Episode 312, Why Team-Level AI Integration Should Be Your #1 Job Right Now: ramonashaw.com/managers-ai-change
  • Episode 296, AI for Managers in 2026: ramonashaw.com/ai-for-managers-in-2026

What’s Next?


  • Learn more about our leadership development programs, coaching and workshops at archova.org
  • Discover your Manager Archetype with our free quiz: archova.org/quiz
  • Watch our FREE Masterclass on the 4 shifts to become a leader people love to work for: archova.org/masterclass
  • Love the podcast? Leave an honest review at ramonashaw.com/itunes and on our Spotify page. Thanks for your support of this show.
  • Take a screenshot listening and tag @ramona.shaw.leadership on Instagram, or DM Ramona on linkedin.com/in/ramona-shaw

* Disclaimer: Shownotes may contain affiliate links. That means that I am awarded a small commission for purchases made through them, at no added cost to you.

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