Cary dives into how he's using ChatGPT not just as a business tool, but as a personal assistant—something he’s calling his “second brain.” Inspired by a listener named Jessica, he talks about using ChatGPT’s memory to create weekly accountability check-ins, organize thoughts, prompt productivity, and even uncover personal blind spots.

Whether you’re new to ChatGPT or a curious user trying to level up, this episode is packed with tangible takeaways and free resources designed to help you integrate ChatGPT into your everyday life and work.

3 KEY TAKEAWAYS

• ChatGPT as Your Second Brain: Cary explains how he's using ChatGPT to hold weekly “check-ins” that act like personal accountability sessions—reviewing goals, reflecting on meetings, and even remembering to follow up on specific thoughts or conversations.

• The Power of Prompting: Listeners can grab a free download from ChatGPTExperiment.com that includes prompts for building a voice style, writing authentically, creating content, and more. Cary walks through exactly what’s included—spoiler: it’s a lot.

• Ask About Your Blind Spots: Cary shares a bold move—asking ChatGPT what it sees as his top five blind spots—and how that insight is helping him grow personally and professionally.

ABOUT CARY WESTON

Cary is a certified marketing coach, business owner, and the host of The ChatGPT Experiment podcast. He’s known for making AI tools feel practical, accessible, and actually useful. Whether he's leading presentations for standing-room-only crowds or running one-on-one training sessions, Cary’s goal is simple: help people get curious, get confident, and get results using 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 of The ChatGPT Experiment, host Cary Weston shares a personal and exploratory dive into ChatGPT’s growing memory capabilities. Inspired by a LinkedIn post, Cary experiments with using ChatGPT as an accountability and collaboration partner—an idea that feels especially relevant since becoming a one-person business after two decades of co-running an ad agency. He walks listeners through how he asked ChatGPT what it knows about him, how he corrected and added information, and ultimately, how he's testing its ability to proactively check in with him every Monday using a custom agenda. This episode is packed with real talk about habits, self-reflection, and the emotional side of working solo—all through the lens of AI-assisted growth.

3 Key Takeaways:

• ChatGPT’s memory can be used to build a personal, proactive accountability partner—Cary demonstrates how feeding it detailed information allows it to better serve ongoing needs.

• Asking ChatGPT “What do you know about me personally and professionally?” is a great first step to understanding and shaping how the tool perceives you.

• Even solo professionals can simulate the benefits of a business partner by using AI to fill gaps in collaboration, accountability, and personal growth.

 

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”.

In this solo episode, host Cary Weston records from the parking lot during his kids’ sports practices and dives into a hands-on tip about creating Custom GPTs—specialized versions of ChatGPT tailored for specific tasks. Cary walks through the step-by-step approach he uses to build and use Custom GPTs that act like focused digital assistants, whether for writing, proposals, or even acting like an ideal customer focus group. It’s a great listen for anyone who’s curious about going deeper with ChatGPT and turning it into a truly personalized productivity partner.

3 Key Takeaways

• Custom GPTs = Specialized Assistants: Cary explains how Custom GPTs can be trained to perform focused tasks like writing in your tone, generating proposals, or role-playing as a best-fit customer.

• Start by Letting ChatGPT Help You First: Before creating a Custom GPT, Cary suggests having a conversation with ChatGPT about your goal and letting it guide you with suggestions and tasks to clarify your needs.

• Capture, Copy, and Paste: Once you're happy with the interaction, you can ask ChatGPT to generate the exact configuration text needed to create a Custom GPT—just copy and paste it in. He’s even made a downloadable walkthrough to help with that.

📌 About Cary Weston

Cary is a business owner, marketing strategist, and the creator and host of The ChatGPT Experiment podcast. He brings a practical, real-world lens to AI, helping professionals and entrepreneurs get the most out of ChatGPT without the tech overwhelm. He’s especially passionate about making ChatGPT feel approachable, useful, and personal—just like a member of your team.

🧠 Want to Build Your Own Custom GPT Like Cary Describes?

Are you ready to use ChatGPT to be more productive and efficient in your work? Check out Cary's customized, interactive workshops..

CONNECT WITH CARY

Podcast Website: www.ChatGPTExperiment.com Cary's Agency Website: www.CMWeston.com LinkedIn: Cary Weston on LinkedIn

LINKEDIN NEWSLETTER

The Chat GPT Experiment is also a LinkedIn Newsletter: Subscribe here

In this solo episode of The ChatGPT Experiment, host Cary Weston shares personal updates, answers a listener question, and dives into two powerful tools within ChatGPT: Deep Research and a Custom GPT for Ideal Customers. Cary explores how these tools can help users level up their research, marketing, and customer engagement efforts. From understanding industry trends for a presentation to building a virtual focus group, Cary walks through real-world applications in a casual, relatable way.

 

Top 3 Takeaways:

• Deep Research is a game-changer: The new tool in ChatGPT (available with the paid version) acts like a research assistant, pulling live data and citing sources—perfect for preparing for important meetings, pitches, or presentations.

• Custom GPT for Ideal Customers: Cary explains how to create a custom GPT that thinks and reacts like your best-fit customer—ideal for marketing, nonprofit outreach, or client-facing communications.

• Preparation = Power: Whether it’s a sales pitch or a keynote, Cary reminds us that using tools like Deep Research is like practicing for a "$10,000 putt"—you don’t want to just show up unprepared.

 

About Cary Weston

Cary Weston is a marketing strategist, agency owner, and the host of The ChatGPT Experiment. With a knack for breaking down tech tools into practical uses, Cary helps business owners, marketers, and nonprofits make ChatGPT work for them. Whether he's running client workshops, recording episodes from his truck, or geeking out on prompts, Cary’s goal is to make ChatGPT feel less intimidating and way more useful.

Are you ready to use ChatGPT to be more productive and efficient in your work? Check out Cary's customized, interactive workshops:

🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner.

📱 ChatGPT Social Media System Workshop Build a practical social media system with ChatGPT that saves you time while consistently engaging your audience.

🌐 ChatGPT Website Content Workshop Use ChatGPT to create website content that converts visitors into leads by speaking directly to their needs.

✍️ ChatGPT Business Writing Workshop Make ChatGPT your personal writing assistant while keeping your authentic voice in all business communications.

📄 ChatGPT Document Helper Workshop Turn meetings and conversations into polished business documents automatically using ChatGPT and proven templates.

CONNECT WITH CARY

Podcast Website: www.ChatGPTExperiment.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 episode, Cary dives into a potentially controversial topic—using ChatGPT for personal advice. Cary emphasizes that ChatGPT should be seen as a tool, not a replacement for professionals, and shares real-world scenarios where it can help with personal counseling, legal understanding, and financial planning.

3 Key Takeaways:

• ChatGPT as a Thinking Partner: It can help process thoughts, analyze situations, and provide alternative perspectives—but it’s not a substitute for a licensed professional.
• Understanding Legal and Financial Concepts: While it can't offer legal or financial advice, ChatGPT can break down complex terms and help users prepare for conversations with experts.
• Using It Responsibly: Be mindful of privacy and avoid sharing sensitive personal or financial data when using ChatGPT for guidance.

Are you ready to use ChatGPT to be more productive and efficient in your work?

Check out Cary's customized, interactive workshops:

🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner.

📱 ChatGPT Social Media System Workshop Build a practical social media system with ChatGPT that saves you time while consistently engaging your audience.

🌐 ChatGPT Website Content Workshop Use ChatGPT to create website content that converts visitors into leads by speaking directly to their needs.

✍️ ChatGPT Business Writing Workshop Make ChatGPT your personal writing assistant while keeping your authentic voice in all business communications.

📄 ChatGPT Document Helper Workshop Turn meetings and conversations into polished business documents automatically using ChatGPT and proven templates.

CONNECT WITH CARY

🎙 Podcast Website: www.ChatGPTExperiment.com 🌍 Cary's Agency Website: www.CMWeston.com 🔗 LinkedIn: Cary Weston

📩 LINKEDIN NEWSLETTER The ChatGPT Experiment is also a LinkedIn Newsletter! Subscribe here: The ChatGPT Experiment Newsletter

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

In this solo episode, host Cary Weston shares his top ChatGPT advice—the tips and principles that consistently get the best reactions in his group presentations and one-on-one coaching. These aren't just specific tactics or prompts, but evergreen strategies to help beginners get the most out of ChatGPT. Cary breaks down the mindset shift needed to use ChatGPT effectively and offers practical ways to refine your prompts and interactions for better results.

3 Key Takeaways

• Just Talk to It – Treat ChatGPT like a conversation, not just a software tool. The more naturally and comfortably you communicate, the better the responses.
• Treat It Like an Intern – ChatGPT isn’t a mind-reader; it needs direction. The more context and detail you provide, the better the output.
• Have It Ask You Questions – Instead of assuming you’ve given enough info, tell ChatGPT to ask you clarifying questions. This helps refine responses and improves accuracy.

Final Thought

One of Cary’s favorite ChatGPT prompts? “Tell me more.” It’s a simple way to unlock deeper insights and get richer responses.

Are you ready to use ChatGPT to be more productive and efficient in your work? Check out Cary's customized, interactive workshops:

🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner.

📱 ChatGPT Social Media System Workshop Build a practical social media system with ChatGPT that saves you time while consistently engaging your audience.

🌐 ChatGPT Website Content Workshop Use ChatGPT to create website content that converts visitors into leads by speaking directly to their needs.

✍️ ChatGPT Business Writing Workshop Make ChatGPT your personal writing assistant while keeping your authentic voice in all business communications.

📄 ChatGPT Document Helper Workshop Turn meetings and conversations into polished business documents automatically using ChatGPT and proven templates.

CONNECT WITH CARY

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

LINKEDIN NEWSLETTER

The ChatGPT Experiment is also a LinkedIn Newsletter! Check it out here: The ChatGPT Experiment Newsletter

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

In this episode, Cary Weston explores what he calls the "empathetic position" and how it plays a crucial role in writing, problem-solving, and even workplace interactions when using ChatGPT. He shares how taking a step back to consider the audience’s perspective—or the perspective of another person in a situation—can lead to better writing, clearer communication, and more effective decision-making.

Key Takeaways:

• Writing with Empathy: Instead of just dumping information, use ChatGPT to analyze the audience’s needs, questions, and expectations to make content more valuable.
• Problem-Solving Through Perspective: ChatGPT can act as a sounding board to help understand another person’s motivations, concerns, or potential responses in a situation.
• Role-Playing for Real-World Scenarios: Whether dealing with employees, customers, or personal relationships, using ChatGPT to simulate conversations can help prepare for challenges and navigate difficult discussions.

Are you ready to use ChatGPT to be more productive and efficient in your work?

Check out Cary's customized, interactive workshops:

🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner.

📱 ChatGPT Social Media System Workshop Build a practical social media system with ChatGPT that saves you time while consistently engaging your audience.

🌐 ChatGPT Website Content Workshop Use ChatGPT to create website content that converts visitors into leads by speaking directly to their needs.

✍️ ChatGPT Business Writing Workshop Make ChatGPT your personal writing assistant while keeping your authentic voice in all business communications.

📄 ChatGPT Document Helper Workshop Turn meetings and conversations into polished business documents automatically using ChatGPT and proven templates.

CONNECT WITH CARY

📌 Podcast Website: www.ChatGPTExperiment.com 📌 Cary's Agency Website: www.CMWeston.com 📌 LinkedIn: Cary Weston

LINKEDIN NEWSLETTER

The ChatGPT Experiment is also a LinkedIn Newsletter. You can find it here: The ChatGPT Experiment Newsletter

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

In this episode, Cary Weston dives into how he uses transcriptions with ChatGPT to improve productivity, capture valuable insights, and enhance communication. He shares real-world examples from his recent presentation to 200+ contractors, many of whom were unfamiliar with ChatGPT, and explains how call and video transcriptions can be a game-changer for business efficiency. Cary walks through practical applications of transcriptions, including sales calls, client meetings, and even email analysis, offering strategies to maximize ChatGPT’s capabilities.

3 Key Takeaways

• Transcriptions help you stay present and capture important details. Whether it’s a sales call, a client meeting, or a brainstorming session, recording and transcribing conversations ensures you don’t miss critical insights.
• ChatGPT can analyze conversations for patterns, insights, and sentiment. By uploading transcriptions, you can extract key themes, identify pain points, and even gauge shifts in mood throughout a discussion.
• You can use ChatGPT for communication style analysis. By analyzing transcripts over time, you can better understand how clients, employees, or prospects communicate—helping you craft more effective responses and build stronger relationships.

Are you ready to use ChatGPT to be more productive and efficient in your work?

Check out Cary's customized, interactive workshops:

🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner.

📱 ChatGPT Social Media System Workshop Build a practical social media system with ChatGPT that saves you time while consistently engaging your audience.

🌐 ChatGPT Website Content Workshop Use ChatGPT to create website content that converts visitors into leads by speaking directly to their needs.

✍️ ChatGPT Business Writing Workshop Make ChatGPT your personal writing assistant while keeping your authentic voice in all business communications.

📄 ChatGPT Document Helper Workshop Turn meetings and conversations into polished business documents automatically using ChatGPT and proven templates.

CONNECT WITH CARY

🎙 Podcast Website: www.ChatGPTExperiment.com 🌍 Cary's Agency Website: www.CMWeston.com 🔗 LinkedIn: Cary Weston

LINKEDIN NEWSLETTER

The ChatGPT Experiment is also a LinkedIn Newsletter—subscribe for more insights!

🎵 MUSIC CREDITS The instrumental music used in this podcast is called “Curious” by Podington

In this episode, Cary sits down with Jonathan Mast, founder of White Beard Strategies, who helps businesses and teams embrace AI through group coaching and training. Jonathan is passionate about moving people from being skeptical or unsure about AI to confidently using it in their daily work. The conversation covers real-world AI applications, practical training approaches, and how businesses can leverage AI to improve efficiency.

3 Key Takeaways

• Most people are still unsure about AI – The average user has likely tried AI tools like ChatGPT but hasn’t found a way to make them truly useful yet. The key is to find simple, everyday applications to build confidence.
• AI should be treated like an intern or assistant – Instead of expecting perfect results from the start, AI works best when given clear instructions and iterative feedback, just like working with a real person.
• AI can streamline business operations in unexpected ways – From analyzing meeting notes and filtering job applicants to creating personalized AI models, AI can save businesses time and make work more efficient.

About Jonathan Mast

Jonathan Mast is the founder of White Beard Strategies, a company dedicated to helping businesses and professionals integrate AI effectively. Based in Alabama, Jonathan runs a large online community where he shares free resources and training to help people overcome their fear of AI and start using it with confidence. His expertise lies in group coaching, custom AI training, and exploring innovative ways to apply AI to everyday business challenges.

To connect with Jonathan, visit: 🔗 JonathanMast.com/linktree

Are you ready to use ChatGPT to be more productive and efficient in your work?

Check out Cary's customized, interactive workshops:

🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner.

📱 ChatGPT Social Media System Workshop Build a practical social media system with ChatGPT that saves you time while consistently engaging your audience.

🌐 ChatGPT Website Content Workshop Use ChatGPT to create website content that converts visitors into leads by speaking directly to their needs.

✍️ ChatGPT Business Writing Workshop Make ChatGPT your personal writing assistant while keeping your authentic voice in all business communications.

📄 ChatGPT Document Helper Workshop Turn meetings and conversations into polished business documents automatically using ChatGPT and proven templates.

CONNECT WITH CARY

🔗 Podcast Website: www.ChatGPTExperiment.com 🔗 Cary's Agency Website: www.CMWeston.com 🔗 LinkedIn: Cary Weston

LINKEDIN NEWSLETTER

The ChatGPT Experiment is also a LinkedIn Newsletter – Subscribe here: 🔗 The ChatGPT Experiment

🎵 Music Credits The instrumental music used in this podcast is called “Curious” by Podington Bear.

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 AI-generated content.

By reframing instructions and emphasizing the potential consequences of incomplete work, Cary found that ChatGPT provided more detailed and higher-quality responses. He challenges listeners to try this technique and share their results.

Key Takeaways

• Set Clear Stakes for Better AI Responses – When using ChatGPT, explaining why accuracy matters—especially by adding real-world consequences—can lead to more precise and complete responses.
• The “Busy Middle” is Where AI Saves Time – Breaking work into three phases—ideation, the busy middle, and polishing—helps maximize AI’s strengths. Using transcripts and structured input lets ChatGPT handle the “busy middle” and make content creation more efficient.
• Framing AI as an Intern Helps – Treating ChatGPT like an intern, providing clear instructions, background, and expectations, ensures better results. Without proper guidance, the output may be incomplete or generic.

Are you ready to use ChatGPT to be more productive and efficient in your work?

Check out Cary's customized, interactive workshops:

🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner.

📱 ChatGPT Social Media System Workshop Build a practical social media system with ChatGPT that saves you time while consistently engaging your audience.

🌐 ChatGPT Website Content Workshop Use ChatGPT to create website content that converts visitors into leads by speaking directly to their needs.

✍️ ChatGPT Business Writing Workshop Make ChatGPT your personal writing assistant while keeping your authentic voice in all business communications.

📄 ChatGPT Document Helper Workshop Turn meetings and conversations into polished business documents automatically using ChatGPT and proven templates.

CONNECT WITH CARY

📌 Podcast Website: www.ChatGPTExperiment.com 📌 Cary's Agency Website: www.CMWeston.com 📌 LinkedIn: Cary Weston

LINKEDIN NEWSLETTER

📩 The ChatGPT Experiment is also a LinkedIn Newsletter! Subscribe here: The ChatGPT Experiment Newsletter