Ep 90 - How I'm Talking To PDFs And Getting Real Answers

Ep 90 - How I'm Talking To PDFs And Getting Real Answers

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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CONNECT WITH CARY

LINKEDIN NEWSLETTER
The Chat GPT Experiment is also a LinkedIn Newsletter and you can find it here:
https://www.linkedin.com/newsletters/the-chat-gpt-experiment-7110348839919702016/

MUSIC CREDITS
The instrumental music used in this podcast is called "Curious" by Podington Bear.

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Avsnitt(119)

Ep 113 - Your AI Primer: Seven Confidence-Building Tips

Ep 113 - Your AI Primer: Seven Confidence-Building Tips

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Ep 112 - Using AI To Turn Passion Into Projects With Ryan Thomson, The Assumable Guy

Ep 112 - Using AI To Turn Passion Into Projects With Ryan Thomson, The Assumable Guy

Episode Summary Cary sits down with Ryan Thompson, a Colorado real estate business owner who has gone from using AI to write blogs to building AI-powered systems that help run and grow his business. R...

10 Juli 39min

Ep 111 - The Execution Paradox: Why using AI doesn't make the work any less yours

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Episode Summary In this episode, Cary talks about the difference between work that is created by AI and work that is executed by AI. He shares a personal example of using Claude to take his own record...

23 Juni 14min

Ep 110 - Answering Listener Emails

Ep 110 - Answering Listener Emails

Episode Summary In this listener mailbag episode, Cary answers questions from listeners about how to get more practical with ChatGPT. He talks through where to find useful AI training, how to "just ta...

4 Juni 17min

Ep 109 - Simple Ways To Personalize Claude and ChatGPT (With Bonus Download)

Ep 109 - Simple Ways To Personalize Claude and ChatGPT (With Bonus Download)

In this episode of The ChatGPT Experiment, Cary walks through three simple ways to personalize tools like ChatGPT and Claude so they feel more useful, relevant, and tailored to how you work. He covers...

28 Maj 16min

Ep 108 - A simple message to those who feel stuck in first gear with AI

Ep 108 - A simple message to those who feel stuck in first gear with AI

Episode Summary In this episode, Cary talks about a common pattern he is seeing in workshops and keynotes: people are using AI tools like ChatGPT or Claude, but they are only using them in small ways,...

24 Maj 12min

EP 107 - Cary's Keynote Speech | Maine Municipal Association | May 2026

EP 107 - Cary's Keynote Speech | Maine Municipal Association | May 2026

Episode Summary In this episode, Cary shares a keynote-style talk about how to think about AI without getting overwhelmed. He compares AI to a capable intern: adaptable, available, and ready to help, ...

13 Maj 54min

EP 106 - My A.I. Life Advice - What's AI Going To Be When It Grows Up

EP 106 - My A.I. Life Advice - What's AI Going To Be When It Grows Up

Episode Summary In this episode of The ChatGPT Experiment, Cary draws a helpful parallel between the anxiety students feel when thinking about college and the anxiety many beginners feel when trying t...

8 Maj 19min

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