What AI Knows About You (That You Don't) episode artwork

EPISODE · Dec 8, 2025 · 28 MIN

What AI Knows About You (That You Don't)

from BroBots: Technology, Health & Being a Better Human · host Jeremy Grater, Jason Haworth

Most of us walk around convinced we know our weaknesses, but what if the thing that knows you better than anyone (your AI assistant) could tell you what you're actually missing? We asked ChatGPT one brutal question and got answers that hit way too close to home. The uncomfortable truth: we're all playing smaller than we should, carrying more weight than we need to, and missing opportunities hiding in plain sight. In this episode, we test a viral prompt that reveals your blind spots, squandered potential, and the influence you didn't know you had...then process the existential crisis that follows.Key Episode Moments:The prompt that started it all: "Based on what you know about me, what are my blind spots?"Why ChatGPT knows you better than you think (and what that means)Jason gets told he's a Ferrari forcing everyone into a school busThe "super competent leader tax" — when being good at everything becomes the problemJeremy's revelation: treating creative work as a side hustle instead of the main platformImposter syndrome meets AI: "You're already operating at board level, stop asking permission"The technical vs. emotional problem-solving trap most high performers fall intoWhy "playing small" feels safer than taking the big swingChatGPT's productization challenge: you're giving away thousand-dollar consulting for freeThe Taylor Swift wisdom nobody expected: ruin the friendship, take the riskTimestamps:0:00 The prompt that started everything3:40 Jason's live AI assessment begins6:12 "You're a Ferrari and everyone else is in a school bus"9:01 The imposter syndrome AI detected immediately11:45 Why treating every problem as technical backfires14:27 The IP you're not monetizing (and should be)18:30 Jeremy's gut-punch realization about playing small21:35 How ChatGPT knows you better than you think24:36 Why failure beats decades of "what if"27:00 What to do with this uncomfortable informationMORE FROM BROBOTS:Get the Newsletter!Connect with us on Threads, Twitter, Instagram, Facebook, and TiktokSubscribe to BROBOTS on YoutubeJoin our community in the BROBOTS Facebook groupSafety/Disclaimer Note: This episode discusses using AI for self-reflection and personal assessment. Remember that AI tools provide perspective based on patterns in your usage—they're not substitutes for professional coaching, therapy, or mental health support. The hosts are sharing their personal experiences, not providing professional advice.

Most of us walk around convinced we know our weaknesses, but what if the thing that knows you better than anyone (your AI assistant) could tell you what you're actually missing? We asked ChatGPT one brutal question and got answers that hit way too close to home. The uncomfortable truth: we're all playing smaller than we should, carrying more weight than we need to, and missing opportunities hiding in plain sight. In this episode, we test a viral prompt that reveals your blind spots, squandered potential, and the influence you didn't know you had...then process the existential crisis that follows.Key Episode Moments:The prompt that started it all: "Based on what you know about me, what are my blind spots?"Why ChatGPT knows you better than you think (and what that means)Jason gets told he's a Ferrari forcing everyone into a school busThe "super competent leader tax" — when being good at everything becomes the problemJeremy's revelation: treating creative work as a side hustle instead of the main platformImposter syndrome meets AI: "You're already operating at board level, stop asking permission"The technical vs. emotional problem-solving trap most high performers fall intoWhy "playing small" feels safer than taking the big swingChatGPT's productization challenge: you're giving away thousand-dollar consulting for freeThe Taylor Swift wisdom nobody expected: ruin the friendship, take the riskTimestamps:0:00 The prompt that started everything3:40 Jason's live AI assessment begins6:12 "You're a Ferrari and everyone else is in a school bus"9:01 The imposter syndrome AI detected immediately11:45 Why treating every problem as technical backfires14:27 The IP you're not monetizing (and should be)18:30 Jeremy's gut-punch realization about playing small21:35 How ChatGPT knows you better than you think24:36 Why failure beats decades of "what if"27:00 What to do with this uncomfortable informationMORE FROM BROBOTS:Get the Newsletter!Connect with us on Threads, Twitter, Instagram, Facebook, and TiktokSubscribe to BROBOTS on YoutubeJoin our community in the BROBOTS Facebook groupSafety/Disclaimer Note: This episode discusses using AI for self-reflection and personal assessment. Remember that AI tools provide perspective based on patterns in your usage—they're not substitutes for professional coaching, therapy, or mental health support. The hosts are sharing their personal experiences, not providing professional advice.

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What AI Knows About You (That You Don't)

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This episode is 28 minutes long.

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This episode was published on December 8, 2025.

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Most of us walk around convinced we know our weaknesses, but what if the thing that knows you better than anyone (your AI assistant) could tell you what you're actually missing? We asked ChatGPT one brutal question and got answers that hit way too...

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