Cary Weston
The ChatGPT Experiment - Simplifying AI For Curious Beginners
Transform curiosity into capability! Embrace AI with Ease on 'The ChatGPT Experiment' Podcast. Join Cary Weston, praised for making AI approachable and practical. Whether you're starting out or seeking to deepen your understanding of A.I., Cary shares mindsets, frameworks, and principles help you become more confident finding a nugget of value for your personal or professional needs. 'Stay Curious' as you explore real-world applications tailored for varied professions and backgrounds. Discover resources that empower and engage, from beginner tips to advanced strategies.
Author
Cary Weston
Category
Podcast website
Latest episode
Jul 10, 2026
Where to listen?
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Episodes
Ep 67- You're Not Alone: How Others Are Really Using ChatGPT 29.04.2025 27:08
Episode Summary: In this solo episode of the ChatGPT Experiment podcast, host Cary Weston reflects on the feedback he's been receiving from listeners. He shares common themes around how people are using ChatGPT, what they're struggling with, and how it's helping them feel more organized and less overwhelmed. Cary also talks about his personal experiences using ChatGPT while on vacation and announc...
Ep 66: The Second Brain Experiment: Developing A 'Two-Way' To-Do List 22.04.2025 22:34
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...
Ep 65 - ChatGPT's Memory - What Does It Really Know About You? 14.04.2025 21:11
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....
Ep 64 - The Custom GPT Process That Works Best For Me 09.04.2025 16:26
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...
Ep 63 - Intro To Deep Research & A Customer GPT 26.03.2025 19:57
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 buildi...
Ep 62 - ChatGPT For Personal Advice 16.03.2025 15:19
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...
Ep 61 - My ChatGPT Advice That Gets The Best Reaction 14.03.2025 15:56
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...
Ep 60 - How I Use Empathy With ChatGPT 12.03.2025 15:23
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...
Ep 59 - How I Use Call Transcriptions & ChatGPT 08.03.2025 22:49
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 pract...
Ep 58: Streamlining Operations - A Conversation With Jonathan Mast from White Beard Strategies 26.02.2025 37:16
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 ca...
Ep 57 - Adding Consequences To ChatGPT's Work 05.02.2025 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 AI-generated content. By reframing instructions and emphasizing the potential consequences of incomplete work, Cary found that ChatGPT provided more detailed and higher-quality re...
EP 56 - Writing A Business Book With ChatGPT 29.01.2025 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 journey of turning their knowledge, stories, and expertise into written form. Instead of replacing the writer, ChatGPT acts as a collaborative partner, streamlining the process, removin...
Ep 55 - Projects in ChatGPT 23.01.2025 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 tool. He also reflects on the challenges of staying organized with ChatGPT, offers practical advice, and discusses how Projects can serve as a simple folder system to store and ret...
Ep 54 - ChatGPT Isn't Your Replacement—It's Your Accelerator 14.01.2025 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 concerns about ChatGPT "replacing" writers and offers strategies to use it for tasks like ideation, outlining, and drafting. He emphasizes that ChatGPT is a tool to expedite busy work, a...
EP 53: Cary Phones ChatGPT | 1-800-CHAT-GPT 08.01.2025 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 personal and professional tasks. The episode is all about helping listeners see how ChatGPT can be approachable, conversational, and a valuable partner in their daily lives. 3 Key Takea...
Ep 52 - ChatGPT Guiding Principles Updated For 2025 18.12.2024 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" from Episode 1. He reviews each principle, assesses its relevance after a year of hands-on experience, and shares updates to refine the framework. Cary offers listeners practical i...
Ep 51: The Flood Insurance Guru & ChatGPT - A Conversation With Chris Greene 11.12.2024 44:56
In this episode, Cary Weston sits down with Chris Greene, founder of the Flood Insurance Guru , a niche insurance and marketing expert who transformed his business by embracing video content and AI tools. Chris shares his journey of scaling his company with over 5,000 videos, generating millions in revenue, and how he's teaching others to harness the power of video and ChatGPT. The conversation di...
Ep. 50: Fearless Pricing: How to Get Paid What You're Worth with Casey Brown 04.12.2024 42:47
Episode Summary In this episode, Cary sits down with Casey Brown, founder of Boost Pricing, who is on a mission to help businesses get paid the prices they deserve. Speaking from her experience as a pricing consultant and speaker, Casey shares valuable insights on how companies can better understand their value, overcome pricing fears, and avoid common pitfalls like undervaluing "hot sauce" servic...
Ep. 49: Breaking Through Roadblocks - How to Use ChatGPT for Clarity and Progress 27.11.2024 28:13
In this solo episode, Cary tackles the challenge of feeling stuck when facing major professional or personal roadblocks. Drawing from personal experiences and coaching insights, Cary shares how ChatGPT can serve as a powerful tool for organizing thoughts, identifying barriers, and building action plans to move forward. The episode offers practical tips on leveraging ChatGPT to bring clarity to ove...
Ep. 48: Scaling Art Education: How Steven Bross Uses ChatGPT to Transform His Teaching 20.11.2024 51:00
Episode Summary In this episode, Cary welcomes Steven Bross, an experienced art educator with a dynamic background in design and teaching. Steven teaches visual communication at Central Monaco Technical High School and is developing a platform called Odd Fish, which offers specialized online coursework for design students. Key Takeaways Scalable Curriculum Creation : Steven leverages ChatGPT to s...
Ep 47: Just Have a Conversation: A Beginner's Guide to ChatGPT with Jim Sterne 13.11.2024 45:53
In this episode, Cary sits down with Jim Sterne, a seasoned marketing consultant, speaker, and author known for his work in web analytics, marketing technology, and the impacts of generative AI on business. About Jim Sterne: Jim Sterne has spent more than 35 years selling and marketing technical products. He began his career helping people understand Visicalc at a time when "personal computer"...
Ep. 46 - Exploring Chat Search and Testing Claude 06.11.2024 28:44
In this episode, Cary dives ChatGPT's new web-based "Search" feature and Anthropic's AI assistant, Claude. Are you interested in becoming more efficient and productive with ChatGPT? Check out these workshops from Cary: 🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a clear, actionable strategy using ChatGPT as your trusted planning partner: 📱 ChatGPT S...
Ep 45: From Sales Calls to Snoop Dogg: Lori Highby on Using AI with Personality 30.10.2024 39:52
In this episode, Cary welcomes Lori Highby, founder of the digital marketing agency Keystone Click, for a practical and lively discussion about using AI tools like ChatGPT and others in daily business. Are you interested in becoming more efficient and productive with ChatGPT? Check out these workshops from Cary: 🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas i...
Ep. 44: Discover Your Ideal Customers Using ChatGPT 23.10.2024 24:48
[Note - prompt discussed in episode is available at www. ChatGPTExperiment.com ] In this episode, Cary Weston walks listeners through the process of identifying their ideal customers using ChatGPT. Are you interested in becoming more efficient and productive with ChatGPT? Check out these workshops from Cary: 🎯 ChatGPT Marketing Strategy Workshop Transform your scattered marketing ideas into a c...
Ep 43: Narrowing The Band - Limiting ChatGPT's Focus For Better Results 16.10.2024 24:48
In this episode of The ChatGPT Experiment , Cary Weston reflects on insights gained during a marketing conference, where he led a breakout session about using ChatGPT. He focuses on the concept of "narrowing the band" to make ChatGPT more effective by customizing its focus and inputs, thus delivering better results for various practical tasks. Whether you're a complete beginner or someone already...
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