# Building an AI Chief of Staff

Page: https://stenobird.com/podcast/the-kennedy-mighell-report-1070440/building-an-ai-chief-of-staff
Text version: https://stenobird.com/podcast/the-kennedy-mighell-report-1070440/building-an-ai-chief-of-staff.md
Podcast: [The Kennedy-Mighell Report](https://stenobird.com/podcast/the-kennedy-mighell-report-1070440)
Published: 2025-11-28T12:00:00+00:00
Episode link: https://legaltalknetwork.com/podcasts/kennedy-mighell-report/2025/11/building-an-ai-chief-of-staff
Audio file: https://traffic.megaphone.fm/LTN2994943747.mp3?updated=1764220884
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JSON: https://stenobird.com/v1/public/podcasts/the-kennedy-mighell-report-1070440/episodes/building-an-ai-chief-of-staff
Duration seconds: 2527

## Resource

What if you had an AI that not only assisted you, but acted as a highly trained source of strategic support in your day-to-day work? Dennis and Tom explore the idea of creating an AI Chief of Staff that could function in an organizational or advisory role. They share their experimental approach, walk through their methods for developing and training the AI to work for them, and discuss the challenges they’ve encountered along the way. Later, they shift to a common pitfall: buying technology to solve law firm pain points, only to discover it isn’t the right fit. The guys break down what you need to know before investing in that next shiny tech solution. As always, stay tuned for the parting shots, that one tip, website, or observation that you can use the second the podcast ends. Have a technology question for Dennis and Tom? Call their Tech Question Hotline at 720-441-6820 for the answers to your most burning tech questions. Show Notes - Kennedy-Mighell Report #405 A Segment: Building an AI Chief of Staff Claude ChatGPT Gemini NotebookLM B Segment: We Answer a Question from our ChatGPT Audience Parting Shots: Android and iPhone users can now share files, starting with the Pixel 10 family. The VergeCast Extreme Smart Home Makeover: Extreme smart home makeover - Gadgets Learn more about your ad choices. Visit megaphone.fm/adchoices

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## Transcript

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