In this solo episode, Cary Weston reflects on the responses from the ChatGPT Experiment podcast listener survey and the feedback received from downloadable guides. He walks through a behind-the-scenes look at how he used ChatGPT to analyze listener input, identify common themes, and build new resources to better serve the audience. Cary also shares a new quiz-based prompt resource to help listeners plan their day using ChatGPT, all inspired directly by audience feedback. 3 Key Takeaways Top List...
Jul 02, 2025•25 min•Season 2Ep. 24
Take our LISTENER SURVEY with a chance to win $100 https://chatgptexperiment.com/listener-survey/ Episode Summary In this episode of the ChatGPT Experiment, Cary Weston chats with Tom Schwab, the Chief Evangelist Officer of Interview Valet, an agency that helps businesses grow by leveraging podcast interviews. The conversation dives into the evolving landscape of search, particularly how AI and ChatGPT are shifting how potential customers discover businesses. They explore how long-form, collabor...
Jun 24, 2025•47 min•Season 2Ep. 23
Take our LISTENER SURVEY with a chance to win $100 https://chatgptexperiment.com/listener-survey/ Episode Summary In this solo episode, Cary Weston dives into how small business owners and entrepreneurs can use ChatGPT to start or grow a business. Speaking from behind the wheel en route to another marketing workshop, Cary outlines five specific ways ChatGPT can support everything from business research to employee hiring. He also revisits a recent episode with guests Mike and Paige, reflecting o...
Jun 17, 2025•34 min•Season 2Ep. 22
Take our LISTENER SURVEY with a chance to win $100 https://chatgptexperiment.com/listener-survey/ EPISODE SUMMARY In this episode, Cary Weston talks with Paige and Mike Wilcox, owners of Wilcox Wellness & Fitness, about how they’ve been using ChatGPT to transform their fitness business in Bangor, Maine. From launching successful marketing campaigns to building clear internal systems for coaching, Paige and Mike show how AI can streamline operations and deepen client relationships. They share...
Jun 10, 2025•45 min•Season 2Ep. 21
Take our LISTENER SURVEY with a chance to win $100 https://chatgptexperiment.com/listener-survey/ Episode Summary In this solo episode, Cary Weston, the ever-curious host of The Chat GPT Experiment , shares his personal and professional origin story; how a love for problem-solving and curiosity led him from deli work to launching his own agency, and eventually starting this podcast. Speaking from the road after his daughter’s track meet, Cary opens up about life as a sports dad, learning from fa...
Jun 03, 2025•32 min•Season 2Ep. 20
Take our LISTENER SURVEY with a chance to win $100 https://chatgptexperiment.com/listener-survey/ EPISODE SUMMARY In this solo episode, host Cary Weston takes listeners back to one of his most popular and useful frameworks: thinking of AI as your “amazing intern.” He shares evergreen advice and practical tips for anyone, whether you're brand new or seasoned with ChatGPT, on how to shift your mindset, get better results, and apply AI in everyday situations. Cary also shares a personal story about...
May 27, 2025•23 min•Season 2Ep. 19
In this episode, Cary Weston sits down with Avrum Nadigel, a seasoned marriage and family therapist, author, musician, and self-proclaimed productivity nerd from Toronto. Avrum shares how he combines analog and digital tools—particularly ChatGPT—to track, reflect, and improve both his personal and professional life. From crafting a “board of directors” in ChatGPT made up of his favorite productivity thinkers to uploading journal entries and getting tailored weekly reviews, Avrum offers a fascina...
May 20, 2025•55 min•Season 2Ep. 18
Episode Summary In this episode of The ChatGPT Experiment Podcast , host Cary Weston takes a solo deep dive into a powerful real-life coaching session with a business leader he refers to as “Mark.” Mark, the president of a company, struggles with spending too much time crafting thoughtful, relationship-preserving emails—a task that can consume half his day. Cary walks listeners through the emotional and practical problem Mark faces and how he helped build a simple ChatGPT-driven writing system t...
May 13, 2025•33 min•Season 2Ep. 17
Episode Summary In this episode of the ChatGPT Experiment Podcast, host Cary Weston sits down with George B. Thomas—HubSpot expert, content strategist, and passionate advocate for human-centered technology. They dive deep into how AI, especially tools like ChatGPT, can help simplify complex tasks, reclaim time, and amplify impact. George shares his journey of curiosity, how he built the “superhuman framework,” and how he used it to create a digital clone of himself that can help others 24/7 with...
May 06, 2025•56 min•Season 2Ep. 16
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 announces some exciting upcoming projects like the "ChatGPT Curiosity Club" and a new guide titled From Ove...
Apr 29, 2025•27 min•Season 2Ep. 15
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 integrat...
Apr 22, 2025•23 min•Season 2Ep. 14
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 ...
Apr 14, 2025•21 min•Season 2Ep. 13
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 Cha...
Apr 09, 2025•16 min•Season 2Ep. 12
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...
Mar 26, 2025•20 min•Season 2Ep. 11
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 professio...
Mar 16, 2025•15 min•Season 2Ep. 10
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 ...
Mar 14, 2025•16 min•Season 2Ep. 9
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 t...
Mar 12, 2025•15 min•Season 2Ep. 8
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...
Mar 08, 2025•23 min•Season 2Ep. 7
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 ave...
Feb 26, 2025•37 min•Season 2Ep. 6
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 Cl...
Feb 05, 2025•14 min•Season 2Ep. 5
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, removing obstacles like writer's block, and bringing ideas to life in a structured, authentic way. 3 Key Ta...
Jan 29, 2025•22 min•Season 2Ep. 4
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 retrieve conversations. Cary wraps up the episode with updates about his workshops, resources for begin...
Jan 23, 2025•11 min•Season 2Ep. 3
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, allowing writers to focus on their unique skills and creativity. Key Takeaways ChatGPT as an Accelera...
Jan 14, 2025•10 min•Season 2Ep. 2
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 Takeaways Start with Curiosity : The best way to explore ChatGPT’s potential is by asking small, simple q...
Jan 08, 2025•15 min•Season 2Ep. 1
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 insights and actionable advice for getting the most out of ChatGPT, emphasizing experimentation, pati...
Dec 18, 2024•31 min•Season 1Ep. 52
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 dives into building authenticity, using AI tools for efficiency, and navigating challenges, including ...
Dec 11, 2024•45 min•Season 1Ep. 51
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” services. She discusses the human side of pricing, emphasizing that understanding your audience, using emp...
Dec 04, 2024•43 min•Season 1Ep. 50
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 overwhelming situations and introduces key concepts like narrowing the band, role-playing, and creating...
Nov 27, 2024•28 min•Season 1Ep. 49
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 streamline the creation of detailed course materials, allowing him to generate custom content quickly ...
Nov 20, 2024•51 min•Season 1Ep. 48
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” was an oxymoron. He sold business computers to companies that had never owned one in the 1980s, consult...
Nov 13, 2024•46 min•Season 1Ep. 47
