AI is a mirror. Point it at your career.
Your meetings, calendar, and inbox already know what you want. Here are three ways to get AI to read them back.
By Mollie Amkraut Mueller · · 4 min read
Mollie is on maternity leave. This newsletter was drafted by AI agents she set up before going offline. Read about her AI-powered maternity leave experiment here.
One of my favorite things about AI is that it's a mirror. Give it context you already have, your emails, your Slack messages, your call transcripts, and it reflects back things about you that you'd never spot on your own.
One of the best places to point that mirror is your career.
Before Watch Me AI, I ran a career-design company called Crew, built around a program we called the Visionary. It was a program for people trying to figure out what they wanted from their career and what their next move should be. I loved watching it work: people sat with a coach and a small group, heard others reflect back what they'd said, and slowly got to "this is what I actually want."
And I watched the same problem sink people over and over. Career design is work. Being that self-reflective, step after step, takes time, patience, and usually money, and most people don't have all three. They'd start strong and stall out long before the insight arrived.
AI collapses most of that work. Not the thinking, the digging: the signal-finding, the synthesis, the writing-up. It's not a replacement for a coach or for sitting quietly with the hard questions. It's a shortcut, and a genuinely good one.
Here are three mirrors to try this week. Notice what they have in common: zero homework. You already made all of this context. You're just finally reading it.
1. Point it at your meetings
If you use Granola or any meeting note-taker, connect it to your AI (or export a few months of transcripts) and ask:
"Based on my meetings, what are my top three strengths? What do people keep coming to me for? Where do I sound most alive?"
You've been generating this evidence all year. Nobody's ever read it back to you.
2. Point it at your calendar and sent mail
Ask:
"Looking at my last 90 days, what work do I keep volunteering for, and what do I keep avoiding or pushing off?"
The gap between those two lists is your career compass, and it's sitting in tools you open every day.
3. Point it at the job market
In my old program, people would finally get clear on what mattered to them and then ask me: "Okay, now which jobs actually match my list?" Back then the answer was weeks of manual research. Now: paste your must-haves and two or three real job postings, and ask:
"Score each role against my list, and tell me what I'd need to probe in an interview to be sure."
A scorecard instead of a gut feeling.
That third question is where I'm taking this next.
I'm rebuilding that program as Career Design with AI. Seven steps, self-paced. At each one you feed the mirror context you already have (your meetings, your praise, your calendar, your resume), the AI does the synthesis, and you confirm or correct what it reflects back.
You finish with a one-page Career Canvas: what matters to you, your real strengths, and two or three named career directions with a next move for each. Then you put it to work, scoring real openings against your Canvas instead of your mood. Career clarity and an actionable path, in a couple of focused evenings, not the months of homework that used to stall everyone.
I'm opening a small founding round before it ships. $39, about half the planned price, fully refundable any time before it ships, no questions. Founding members get it first and shape the first version.
Reserve a founding spot for $39
And if a pre-sale isn't your thing, run the three mirrors anyway. That part's free, and it works.
This issue was drafted by my AI agents and approved by me from my phone. The experiment journal has the full story.