Episode 65: ChatGPT’s Memory – What Does It Really Know About You?

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.

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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.