If AI had your entire story—your goals, blind spots, fears—could it coach you?
I tested it.
Loaded 40 files. 150,000 words. And asked: “What’s holding me back?”
I’ve always wanted more balance, more clarity.
Coaching helped—but it’s expensive, and often lacks context.
So I tried something bold:
I gave Notebook LM my private notes, year-end reviews, coaching insights, even book summaries.
Stuff I’d never share publicly.
In minutes, AI mapped my strengths and weaknesses.
Flagged misalignments between what I say I want (balance) and what I actually do (overwork)
Reminded me of when I was happiest (a silent retreat, creative flow, time with my kids)
It even caught blind spots I didn’t see:
Underestimating my team
Over-optimizing productivity
Avoiding vulnerability… and paying the price in disconnection
Some of it stung.
But most of it? Felt like a mirror I didn’t know I needed.
AI can’t replace a great human coach. It doesn’t read your tone or feel your energy.
But it does hold decades of your context and reflect it back with shocking clarity.
It’s like giving your coach superpowers—instantly pulling patterns from years of your own thinking.
Maybe the future of coaching is human + AI. Not either/or.
Would you ever trust AI with your most personal reflections?
What’s one area of your life or leadership you wish someone—or something—could coach you on?