Ep 66: The Second Brain Experiment: Developing A 'Two-Way' To-Do List
Apr 22, 2025
Cary shares how he's leveraging ChatGPT as his 'second brain' for personal accountability. He conducts weekly check-ins to reflect on goals and organize his thoughts. The episode discusses the significance of prompting ChatGPT for tailored feedback, alongside practical resources for listeners. Cary boldly requests insight into his blind spots, showcasing how such reflections can drive personal and professional growth. This engaging session is filled with actionable tips for integrating AI into daily life.
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volunteer_activism ADVICE
Download Free ChatGPT Guide
Download Cary Weston's free guide with essential ChatGPT tips for beginners at chatgptexperiment.com.
Use it to learn practical prompts for writing authentically, marketing, and building your unique voice style.
question_answer ANECDOTE
ChatGPT Boosts Productivity Anecdote
Cary Weston used ChatGPT as a personal assistant to have weekly check-ins, increasing his productivity significantly.
He found it helpful for organizing thoughts, reviewing goals, and challenging himself during a busy week in Chicago.
insights INSIGHT
The Value of Meaningful Help
Having a helper who asks "How can I help?" in a meaningful, productive way is rare and valuable.
ChatGPT can serve this role by being easy to use and genuinely helpful without frustration.
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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
The ChatGPT Experiment - Simplifying Chat GPT For Curious Beginners