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October 14, 2025 15 mins

Episode Summary

In this solo episode of The Chat GPT Experiment, host Cary Weston dives into a personal story of how he's using ChatGPT as a digital advocate to navigate a confusing and bureaucratic process. Cary is in the early stages of trying to build on a property near water, which involves dealing with complex municipal ordinances and slow communication from part-time local officials. To stay prepared and proactive, Cary created a ChatGPT project trained only on the local land use and shoreland zoning ordinances. This episode shows how ChatGPT can become a powerful assistant when you're dealing with legal or technical documents — especially when clarity is hard to come by.


3 Key Takeaways

  • Projects in ChatGPT can be helpful
    By uploading specific documents and setting clear instructions, Cary created a focused assistant that only pulls information from verified sources.

  • ChatGPT can be a digital advocate
    In situations where human help is slow or incomplete, ChatGPT can offer guidance, ask smart follow-ups, and even help you draft better questions — as long as it's trained with the right context.

  • Cite your sources
    Cary emphasizes the importance of verifying ChatGPT's responses by requiring it to cite the exact ordinance section, giving him confidence and clarity in his communications.


About Cary Weston

Cary Weston is the creator and host of The Chat GPT Experiment, a podcast designed to help everyday users unlock practical ways to use ChatGPT in their lives and work. With a background in public service (former city council member and mayor) and deep roots in marketing and communications, Cary brings a grounded and relatable voice to exploring AI tools. He also offers one-on-one and group training sessions to help others get more from ChatGPT.


Cary offers customized one-on-one ChatGPT training in 60 minute sessions. Find out more information on the sessions, answers to frequent questions, and how to register at www.ChatGPTExperiment.com

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