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

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

Author: Cary Weston October 14, 2025 Duration: 15:01

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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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.


Ever wondered how AI tools like ChatGPT could actually fit into your daily work or creative projects without the technical overwhelm? The ChatGPT Experiment-Simplifying Chat GPT For Curious Beginners is built for that exact moment of curiosity. Host Cary Weston demystifies artificial intelligence in a way that feels like a helpful conversation, stripping away the jargon to focus on practical, actionable steps. This podcast moves beyond theory, offering listeners a chance to hear how prompts are crafted and how responses can be shaped for real tasks in business, marketing, education, and personal growth. Each episode feels like a guided session, where Cary’s approachable style turns abstract concepts into clear tools you can use immediately. Whether you're looking to streamline a workflow, generate fresh ideas, or simply understand the buzz, the content meets you where you are. The natural flow of the podcast makes complex topics accessible, ensuring that every listener, regardless of their starting point, can build genuine capability. It’s about transforming that initial interest into tangible skill, one straightforward explanation at a time.
Author: Language: English Episodes: 100

The ChatGPT Experiment - Simplifying Chat GPT For Curious Beginners
Podcast Episodes
Ep 57 - Adding Consequences To ChatGPT's Work [not-audio_url] [/not-audio_url]

Duration: 14:29
In this solo episode, host Cary Weston shares a powerful tip and challenge for improving ChatGPT responses. He explores how adding "real-world consequences" to a prompt can lead to more accurate, thoughtful, and thorough…
EP 56 - Writing A Business Book With ChatGPT [not-audio_url] [/not-audio_url]

Duration: 21:53
In this solo episode, host Cary Weston dives into the process of using ChatGPT as a supportive tool for writing business books. Cary shares insights from his personal experience and from helping others navigate the journ…
Ep 55 - Projects in ChatGPT [not-audio_url] [/not-audio_url]

Duration: 11:12
In this episode of The ChatGPT Experiment, host Cary Weston dives into one of ChatGPT's newer features: Projects. Cary shares tips and insights on how to better organize and manage your ChatGPT conversations using this t…
Ep 54 - ChatGPT Isn't Your Replacement—It's Your Accelerator [not-audio_url] [/not-audio_url]

Duration: 10:24
In this episode of The ChatGPT Experiment, Cary dives into how writers—especially traditional copywriters—can use ChatGPT as an accelerator for their work instead of seeing it as a competitor. Cary tackles common concern…
EP 53: Cary Phones ChatGPT | 1-800-CHAT-GPT [not-audio_url] [/not-audio_url]

Duration: 14:52
In this episode of The ChatGPT Experiment, Cary does something unique—he invites ChatGPT itself to be the guest! Through a playful and insightful conversation, Cary explores how ChatGPT can be used effectively for person…
Ep 52 - ChatGPT Guiding Principles Updated For 2025 [not-audio_url] [/not-audio_url]

Duration: 31:13
Take our LISTENER SURVEY with a chance to win $100 https://chatgptexperiment.com/listener-survey/ In this episode, Cary Weston reflects on a year of the ChatGPT Experiment by revisiting his original "Guiding Principles"…