A New Year’s dialogue with... my AI coaching app
A builder's twist on the 2025 Year in Review
Two years ago today, I published “A New Year’s dialogue with myself”, wherein I shushed my inner drill sergeants long enough to talk myself through what New Year’s really means to me (spoiler: it’s about taking your own happiness seriously). At that time I was just starting to experiment with AI as a self-reflection tool, and I mused that “perhaps [ChatGPT] will even be able to conduct this interview itself by the end of 2024.”
Ok, so I’m a year late, but the timing is actually perfect: just a couple weeks ago I started vibe coding an AI-augmented coaching app (with the urging and inspiration of David Booth), and now I’m completely hooked. So what more fitting way to realize the promise of that original post than to put my own app to the test?1
With that, I bring you: key snippets from my 24-page “year in review” dialogue with “GenaGPT” [placeho…
