|
AI as your executive coach
The time I asked my AI meeting recorder to coach me and it told me hard truths no human would.
Welcome back to Watch Me AI—my bi-weekly note on using AI to work smarter, earn more, and stay ahead of the curve.
|
|
|
|
The AI coach that got me ruthlessly prioritizing and earning more money
A few months ago, my calendar was chaos. Live workshops, advising gigs, product builds, LinkedIn posts, MBA intern screenings. I was drowning in yes.
I use Granola as my AI meeting notetaker. It sits in on all my calls, capturing notes and transcripts. I often ask it coaching questions like "How could I have led that meeting better?"
One afternoon, staring at my crazy calendar, I asked it: "Based on all my meetings from the past three months, how am I actually spending my time? Where should I be focusing?"
What came back jolted me awake.
"You're not protecting your zone of genius. You're saying yes to things you're great at, but not things you're uniquely excellent at."
Then it laid it out in data: "Your energy lights up in three activities—teaching AI live, building AI tools, and creating educational content. But last week, you only spent about 30% of your time there. The rest was scheduling, emails, advising, and strategic waffling."
Ouch. True, but ouch.
It didn't stop there. It gave me concrete moves: "Block Tuesday through Thursday as Maker Days—zero meetings. Use that time only for recording course modules, building agents/AI products, and writing. Those activities compound. Everything else is linear work."
Then the kicker: "You're underpricing your expertise by 10x. Stop thinking like a solopreneur when you're getting enterprise-level inbound."
This wasn't gentle reflection. It was sharp, context-driven coaching, and more direct than most human coaches would dare to be. And it reshaped how I set my calendar, priced my work, and prioritized.
|
|
|
Why AI coaching is so valuable
Executive coaching is one of the most powerful ways to grow as a leader. But most of us don’t get nearly enough of it. It’s expensive, it’s hard to access, and even when you do have a coach, it’s usually just an hour every few weeks. The rest of the time, you’re on your own — making decisions, handling pressure, and navigating challenges without that sounding board.
AI changes that. It gives you access to reflection, guidance, and support on demand. Every single day if you want it. And in these ways, it's even better than human coaching:
- Context: Your AI coach can digest every single meeting transcript, read all your notes and emails, and remember every piece of feedback you’ve ever captured. A human coach only knows what you choose to tell them.
- Processing Power: AI excels at processing large amounts of unstructured data. It can find patterns in the Context you share that would take a team of human analysts weeks to decipher.
- No judgment: Even in the most trusted coaching relationships, there are things we hold back — fears about how we’ll be perceived, worries about being judged. AI doesn’t have that problem. You can unload the raw, unpolished version of your thoughts, and it will meet you with clarity, not judgment
- Always on: 7 a.m. before a board meeting. 10 p.m. after a rough day. Between back-to-backs when you need to reset. And unlimited questions & responses.
I still see my human coach every week. AI doesn't replace that. Rather, it augments the work I do with her and helps me carry it into my week.
|
|
|
Try This Yourself
Here are a few of my favorite prompts for turning ChatGPT (or any LLM) into your coach:
Morning clarity "You're my executive coach. Help me get clear on my goals for today. I have [meetings/tasks]. Ask follow-ups until we land on my top three outcomes and a 15-minute first action for each."
Quick feedback "Here's the transcript from that meeting. Rate my communication. What did I do well? What could I have done better?"
De-escalate conflict "Read this (email/Slack thread). What's really happening here? Where did I contribute to the spiral? Draft a response that de-escalates and proposes a next step."
Weekly review "Review my calendar, meeting transcripts, and notes (pasted below). What moved forward? Where did I get stuck? Give me three adjustments for next week."
Confidence boost "I'm walking into [meeting/presentation] and feeling uncertain. Remind me of my goals and give me 3 quick ideas for achieving them."
|
|
|
The mini-course: 30 minutes to unlock AI coaching
I built Turn AI into Your Executive Coach because this approach changed how I lead, decide, and show up. It's designed to work alongside your human coaching (if you have it) or give you access to executive coaching if you don't.
In just 30 minutes, you'll get:
- A clear, practical framework for getting the most out of AI as your coach — what to ask, how to feed it context, and how to build a rhythm that sticks
- A library of prompts and examples for prep, confidence, feedback, and tough conversations
- The tools and workflows I use to make AI coaching part of my weekly routine — all things you can set up in minutes
- Straightforward answers to the questions most people have about using AI for growth and leadership
Early-bird pricing just went live.
|
|
|
|
This week's AI tools & tips
Sora is a step change in video creation. OpenAI released the new version of Sora (their video generator), and it's FUN. One of my first experiments was this clip of me as a contestant on the Great British Bake Off. If you can get your hands on an invite code, it's worth trying.
Canva slide magic — I've been using Canva's dynamic layouts that auto-suggest slide designs as you edit. Two-minute walkthrough → Watch the demo
Prompt of the week
You are a digital marketing guru in October 2025 who knows ALL the cutting-edge AI tools and tactics for efficient, cost-effective marketing.
Help me come up with a launch and marketing plan for my new course, "Turn AI into Your Executive Coach." Be strategic and practical—leverage the best of today's AI marketing stack to help me do this in a lean, creative, and time-efficient way.
Here's my situation:
- I don't have much cash to spend, but I'm an AI power user and have access to AI marketing tools
- I want all my posts/messages to offer value in the message in addition to showcasing what's inside the course.
- I want to start marketing now so I can build momentum ahead of the release.
Your job:
- Act like my fractional CMO + AI systems strategist.
- Build a clear, phased plan covering content, channels, automations, and growth loops.
- Include ideas for using AI to create, automate, or amplify marketing efforts.
- Ask any questions you need to fill in missing context before giving the plan.
|
|
|
Next Week: AI as your confidence builder
The story of the AI pitch deck feedback that changed my posture walking into investor meetings. How to use AI to borrow the persona you need, then translate it back into your authentic voice.
Until then,
Mollie
|
|
|