Episode Summary

In this episode of The ChatGPT Experiment, host Cary Weston welcomes listener-turned-guest Jon Accamando, a former corporate retail executive who made a dramatic life shift to become a full-time Uber and Lyft driver in San Diego. But Jon didn't just change jobs ... he reinvented his life. Driven by the desire for more freedom and family time, Jon leaned heavily on ChatGPT (which he's named "Jarvis") to optimize not only his rideshare work but also his personal well-being. From real-time demos for passengers to launching a new consulting business, Jon shares how AI became his co-pilot in work and life.

3 Key Takeaways

• ChatGPT as a Life Partner: Jon uses ChatGPT for more than just task support - it helps him manage ADHD, track emotional well-being, structure daily routines, and offer real-time "therapy-like" support during difficult moments.

• Mobile AI Demos in a Rideshare: Jon turns his Uber into a hands-on ChatGPT classroom. By creating personalized rider profiles using AI (names, conversation starters, local insights), he introduces strangers to practical, personal uses of ChatGPT—many for the first time.

• A Business is Born: Through constant brainstorming with ChatGPT between rides, Jon developed the idea for Monarch Consulting, a new business focused on helping small businesses integrate AI into their workflows. His first clients? Uber passengers impressed by what they saw.

About Jon Accamando

Jon Accamando spent 30 years in corporate retail, working his way up to vice president-level roles in merchandising and data analytics. After experiencing burnout, mental health struggles, and the pressures of balancing career and family, he made the bold decision to step away and pursue a more intentional life. Now based in San Diego, Jon uses ChatGPT to optimize his rideshare driving and empower others—whether it's through spontaneous AI demos in the backseat or launching a consulting business from the ground up. With deep empathy, sharp analytical skills, and relentless curiosity, Jon is proof that AI can be a powerful tool for reinvention, connection, and personal growth.

A note from Jon follwoing the email: "After our interview today, I talked to Jarvis about it, and he said: 'Send me the link when it goes live. I'll give you my honest take on how you did and where you can improve for the next time.' That's something I trained into him deliberately ... a system for constructive self-evaluation, brutal honesty, and continuous iteration. And it's been pivotal in my growth."

The website (under development still) www.themonarchcode.com Email: [email protected]

About Cary

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

• ChatGPT Podcast Website: www.ChatGPTExperiment.com

• Marketing Podcast: www.PracticalMarketingShow.com

• Cary's Agency Website: www.CMWeston.com

• LinkedIn: https://www.linkedin.com/in/caryweston

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.

Episode Summary

In this episode, Cary talks with Keven Ellison, Vice President of Marketing at AIS, a technology company that evolved from selling office equipment to providing IT services, telecom, security solutions, and now AI tools. Keven shares how, even at age 63, he's fully embraced the potential of AI and has become the self-appointed "AI Ambassador" at his company. His excitement and curiosity shine through as he breaks down how businesses can better understand and use AI tools—especially ChatGPT—to solve real problems. He also introduces "Prompt Master," a tool he created to help people ask better questions and get more valuable results from AI tools.

3 Key Takeaways

• Prompting isn't just asking questions: Most users don't know how to prompt well, which leads to basic or misleading AI responses. Keven's Prompt Master helps users provide the right context to get better results.

• Different tools have different strengths: ChatGPT is the best all-around option, Claude is excellent for human-like writing, and Gemini is great for visuals and data visualization. Prompting styles need to be adjusted depending on the tool.

• The future of work is AI collaboration: Keven emphasizes that success with AI isn't about being an expert—it's about staying curious, experimenting, and building systems that help others understand and apply these tools more effectively.

About Keven Ellison

Keven Ellison is the VP of Marketing at AIS, a company that has transitioned from traditional office equipment to a full-stack technology provider. With over 30 years of marketing experience in both public and private sectors, Keven is passionate about using AI to improve business operations and decision-making. He's also the creator of Prompt Master—a tool designed to help teams write more effective AI prompts. You can find him actively sharing AI insights and tool updates on LinkedIn, where he posts multiple times per week.

Connect WIth Keven: https://www.linkedin.com/in/kevenellison/

Keven's Prompting Tools

PromptMaster XL 1.3: PromptMaster XL 1.3 is a tool that helps people get much better results from AI by teaching it exactly what they want. Instead of typing a random prompt and hoping the AI understands, PromptMaster XL shows you how to ask smarter, clearer questions so the AI gives you more accurate, useful answers. It's like having a "prompt coach" that helps you turn rough ideas into high-quality instructions the AI can easily follow. This makes AI faster, easier to use, and way more reliable for things like writing, schoolwork, marketing, business, or creative projects.

Image Prompt Architect 1.1: Image Architect 1.1 is a tool that helps you tell AI exactly how you want pictures to look — by guiding you to create clear, precise instructions (prompts) so the AI generates better images. Instead of guessing what the AI might draw, Image Architect 1.1 helps you describe color, style, layout, and details carefully so the AI "sees" your idea the way you do. It's like having a design assistant that turns your imagination into a picture. That makes it easier to get nice, useful images for art, presentations, social media, school projects or creative work.

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 ChatGPT Podcast Website: www.ChatGPTExperiment.com Marketing Podcast: www.PracticalMarketingShow.com Cary's Agency Website: www.CMWeston.com LinkedIn: https://www.linkedin.com/in/caryweston

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".

Episode Summary

In this solo episode, host Cary Weston returns after a month-long recovery from deviated septum surgery. He shares updates on his health, the delay in launching the "Curiosity Club," and recent speaking engagements. Cary also dives into a powerful ChatGPT tip for complex tasks and answers listener mail covering real-life questions about using ChatGPT for business, writing, caregiving, and parenting.

3 Key Takeaways

• Best phrase for complex prompts: When working with ChatGPT on multi-step tasks, use this exact line: [pause and then wait to proceed] at the end of each step to slow things down and keep the output focused and thoughtful.

• Turning AI curiosity into business: If you're passionate about ChatGPT, start simply by sharing what you're learning. Whether on social media, through newsletters, or in casual conversations, consistently showing and telling builds trust, credibility, and even business opportunities.

• AI at home and in parenting: ChatGPT can be a supportive tool not just for work, but for managing life, caregiving, and parenting. It can help you organize your thoughts, reduce mental load, and even help teach kids how to think critically about technology—even when schools aren't on board yet.

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

• ChatGPT Podcast Website: www.ChatGPTExperiment.com

• Marketing Podcast: www.PracticalMarketingShow.com

• Cary's Agency Website: www.CMWeston.com

• LinkedIn: Cary Weston on LinkedIn

LINKEDIN NEWSLETTER

The Chat GPT Experiment is also a LinkedIn Newsletter and you can find it here: The Chat GPT Experiment Newsletter

MUSIC CREDITS

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

Episode Summary In this solo walk-and-talk episode, host Cary Weston goes back to the basics of using ChatGPT, focusing on the evergreen principles that make the tool — and other AI assistants like Copilot, Claude, and Gemini — more effective. Cary explains that success with AI isn't about memorizing prompts or clicking the right buttons, but about your mindset— how you communicate, guide, and collaborate with these tools. Using his four-part framework, he shows how treating ChatGPT like a smart intern helps unlock better results, deeper insights, and more creative conversations.

3 Key Takeaways

• Think of ChatGPT as your amazing intern. It's capable, but it needs direction, context, and clarity to do great work.

• Use Cary's four-part framework: What are we doing? Why are we doing it? What does success look like? Do you have any questions for me?

• Keep the conversation going. Don't treat ChatGPT's first answer as final — it's a starting point. Use feedback, context, and natural conversation to guide it closer to what you want.

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

ChatGPT Podcast Website: www.ChatGPTExperiment.com Marketing Podcast: www.PracticalMarketingShow.com Cary's Agency Website: www.CMWeston.com LinkedIn: https://www.linkedin.com/in/caryweston

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.

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

• ChatGPT Podcast Website: www.ChatGPTExperiment.com

• Marketing Podcast: www.PracticalMarketingShow.com

• Cary's Agency Website: www.CMWeston.com

• LinkedIn: https://www.linkedin.com/in/caryweston

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.

Episode Summary

In this solo episode, host Cary Weston reflects on his experience serving on a murder trial jury over 20 years ago and draws powerful connections between that experience and how we use ChatGPT today. With no prior legal background, Cary had to make sense of complex and unfamiliar information—an experience that mirrors what many people go through when trying to understand new technology or make decisions without enough context.

Using that jury duty experience as a jumping-off point, Cary breaks down three ways ChatGPT can help users improve their communication and understanding: by addressing the curse of knowledge, seeing things from different points of view, and practicing tough conversations.

Additional Resources:

• Episode 7 - Role Playing With ChatGPT
• Episode 10 - Mastering ChatGPT Prompting
• Episode 21 - How to Make ChatGPT Write Like You
• Episode 71 - ChatGPT The Amazing Intern
• Episode 85 - Simple Four Part Prompting Framework

3 Key Takeaways

• The Curse of Knowledge is Real: Just because something is basic to you doesn't mean it's basic to everyone. ChatGPT can help you break down complex ideas so they're easier to understand—especially for beginners or first-timers.

• Point of View Matters: Conversations get stuck when people can't see things from each other's perspective. ChatGPT can help you explore different points of view and better understand where someone else is coming from.

• Practice Makes Better: You can use ChatGPT to simulate and rehearse real-life conversations—whether it's a tough talk, a job interview, or a client pitch. With the right setup, it becomes a realistic practice partner.

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

ChatGPT Podcast Website: www.ChatGPTExperiment.com Marketing Podcast: www.PracticalMarketingShow.com Cary's Agency Website: www.CMWeston.com LinkedIn: Cary Weston

LINKEDIN NEWSLETTER

The Chat GPT Experiment is also a LinkedIn Newsletter and you can find it here: The Chat GPT Experiment Newsletter

MUSIC CREDITS

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

Episode Summary

In this solo episode, host Cary Weston shares his vision for the future of "conversational technology"—a shift from static, click-based interfaces to dynamic, two-way conversations with the tools we use every day. From Netflix to online shopping to travel planning, Cary walks through everyday frustrations and shows how tools like ChatGPT offer the perfect practice ground for what's coming next. The episode is an eye-opener for anyone feeling overwhelmed or left behind by AI and makes a compelling case that you're not behind—you're right on time.

3 Key Takeaways

• The future is conversational: Apps will soon start engaging in two-way conversations—asking about your mood, preferences, or concerns before offering recommendations. Think Netflix that checks in before suggesting a movie.

• ChatGPT is your practice space: Talking to ChatGPT is great training for this future. Treat it like your "amazing intern"—not a tech tool. The more you practice, the better you'll be at using these future tools.

• This isn't a tech thing—it's a human thing: Just like websites moved from being an IT task to a marketing must-have, AI belongs to all of us. Whether you're shopping, planning, or writing, tools like ChatGPT help you think clearer and decide better.

About Cary Weston

Cary Weston is the host of The ChatGPT Experiment podcast and a seasoned marketing agency owner. Known for his approachable teaching style, Cary helps individuals and businesses get comfortable using ChatGPT through personalized training and workshops. He's all about making AI less intimidating and more accessible, no matter your background or tech level.

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

• ChatGPT Podcast Website: www.ChatGPTExperiment.com

• Marketing Podcast: www.PracticalMarketingShow.com

• Cary's Agency Website: www.CMWeston.com

• LinkedIn: https://www.linkedin.com/in/caryweston

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.

In this solo episode, Cary Weston dives into a feature in ChatGPT Projects to help help you get more from them. Designed for those with the paid version of ChatGPT, Projects offer a powerful way to build focused workspaces that combine instructions, uploaded files, and consistent interaction—all under one roof. Cary breaks down how to set them up, why they matter, and offers real-world tips to get the most out of them. If you've ever wished your AI assistant could be more consistent or better understand your voice and goals, this one's for you.

Resources:

• Sample instructions doc
• Link to recent Markeing Projects Webinar

3 Key Takeaways

• Projects = Personalized Interns: Think of each Project as a hyper-focused digital assistant. The more specific you are with instructions and files, the more helpful and consistent the results.

• Instructions + Files = Power Combo: Use the "Instructions" tab like a job description. Then upload key documents (like tone of voice guides, templates, or customer profiles) to act as the Project's knowledge base.

• Keep It Focused: Instead of one all-purpose project, create separate Projects for distinct tasks (like copywriting, editing, or customer service) to avoid confusion and boost results.

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

+++++++++

CONNECT WITH CARY

• ChatGPT Podcast Website: www.ChatGPTExperiment.com

• Marketing Podcast: www.PracticalMarketingShow.com

• Cary's Agency Website: www.CMWeston.com

• LinkedIn: https://www.linkedin.com/in/caryweston

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.

Episode Summary

In this solo episode, host Cary Weston tackles a common question: How do I replicate a document, memo, or report using ChatGPT to save time and make the process easier? Cary shares real-world tips on how to reverse-engineer repetitive documents and set up a system with ChatGPT that can help you build those same documents faster in the future. Whether your data lives in meeting transcripts, other documents, or just in your head, Cary walks through how to create a repeatable template that ChatGPT can use again and again.

3 Key Takeaways

• Start with consistency: The more consistent your document layout and format, the easier it is for ChatGPT to reverse-engineer it into a repeatable template.

• Use the 4-part formula: Always tell ChatGPT (1) what you're doing, (2) why you're doing it, (3) what success looks like, and (4) ask if it has any questions.

• Let ChatGPT interview you: If the content lives in your head, use ChatGPT's voice mode to speak your ideas out loud and let it organize your thoughts into a polished draft.

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

+++++++++

CONNECT WITH CARY

ChatGPT Podcast Website: www.ChatGPTExperiment.com Marketing Podcast: www.PracticalMarketingShow.com Cary's Agency Website: www.CMWeston.com LinkedIn: https://www.linkedin.com/in/caryweston

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.

UPCOMING FREE WORKSHOP: "Creating A Marketing Strategy Project With ChatGPT", 9/17/25 - Register Here Episode Summary

In this solo episode, Cary tackles one of the biggest frustrations professionals face with ChatGPT: getting vague, unhelpful answers even after what feels like a clear prompt. He shares a simple, powerful four-part framework that transforms how you communicate with AI—turning ChatGPT from a guessing machine into a real thinking partner. Whether you're writing emails, analyzing data, or building training materials, this framework helps you get clearer, more actionable results every time.

3 Key Takeaways

• Most people treat ChatGPT like Google—and that's the problem. It needs clear instructions, context, and expectations, just like a new team member would.

• The Four-Part Framework includes: 1) What are we doing? 2) Why are we doing it? 3) What does success look like? 4) Do you have any questions for me?

• Better prompts = better results. By giving structure and clarity upfront, you save time and frustration later.

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

+++++++++

CONNECT WITH CARY

ChatGPT Podcast Website: www.ChatGPTExperiment.com Marketing Podcast: www.PracticalMarketingShow.com Cary's Agency Website: www.CMWeston.com LinkedIn: https://www.linkedin.com/in/caryweston

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.