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At the end of every year, we’re told to look back and reflect — figure out what worked, what didn’t, and what to change going forward. That advice always sounded reasonable to me. It just never worked. I have a very poor memory for my own life, and I don’t visualize the past at all. So “just thinking back” on a year reliably led to recency bias, big emotional moments, and incomplete stories — not insight. In 2025, that changed. I journaled digitally, almost every day of the year. That gave me raw material I’d never had before. And with the help of AI, I was finally able to look across hundreds of journal entries at once — not to outsource reflection, but to make it possible. In this video, I walk through: why annual reviews never worked for me before what was different this time how journaling and AI each played a role (and where they didn’t) what I learned by seeing an entire year of my life all at once and how that changed how I’m approaching the year ahead This isn’t a how-to or a framework. It’s a reflection on what it took for this kind of review to finally be useful for me. If you want more detail on how I use AI for reflection — and why I use different tools for different kinds of thinking — you can watch this next: ChatGPT or NotebookLM for Personal Reflection? I Use Both — Here’s Why