Hilary Gridley
Product Leader (Whoop, Dropbox, Nike)
This course is popular
4 people enrolled last week.
AI can do more than save you time. It can make you and your whole team better.
Most managers are drowning. There's not enough time to coach everyone, review everything, and still do your own job. AI doesn't fix this by making you faster. It fixes it by making your team better - and by handling the work that drains you so you can focus on the work that matters.
This course teaches you to build AI systems that scale your coaching, sharpen your own thinking, and get smarter the more you use them. You'll learn to separate what deserves your full investment from what deserves to be automated - and use AI to get better at both. By the end, your team will have access to your standards and judgment without waiting for your next 1:1, and you'll have a system that makes your own work clearer and less draining.
What you’ll learn
Build AI tools that scale your coaching, sharpen your own work, and reclaim hours for what actually matters - all without writing code.
Build an automation that writes your weekly update for your manager by pulling from what you actually did that week
Learn when to automate, when to invest in doing it yourself, and tools to help in both cases
Break down problems, define what good looks like, and set checkpoints
Learn the same skills that make you a good manager
This is the foundational skill of the course and it transfers to everything else you build
Build evaluators that check work the way you would and coaches that develop skills step by step
Your team gets your feedback and guidance without waiting for your next 1:1
Go from custom GPT to a working app with a UI and saved data using plain English
Ship something your team actually uses, not just chats with
Create your Manager OS: the context, files, and instructions that power every tool you build
Set up agents and workflows that run without you in the room
Model AI use in your 1:1s so your team sees what good looks like
Run the 30-day system: a structured plan personalized by role and skill level
Learn directly from Hilary
Hilary Gridley
Head of Core Product @ WHOOP
Who this course is for
Team leads, directors, and VPs who are the quality gate for everything their team ships and want to stop being the bottleneck.
People managers with IC responsibilities who don't have time to coach their team the way they want to and can't scale by working more hours.
First-time managers who are overwhelmed by the volume of feedback needed and find themselves lowering the bar just to keep up.
What's included
Live sessions
Learn directly from Hilary Gridley in a real-time, interactive format.
Video modules
Self-paced modules across all 4 weeks + bonus content, with lifetime access
Step-by-step build guides
Follow along in your tool of choice - ChatGPT, Claude, Gemini, or Copilot. Every exercise adapts to whatever platform you use.
Downloadable prompt library
Prompts and system instructions for every tool demonstrated in the course
Manager Copilot
After completing the course, unlock an AI co-pilot that helps you apply everything you learned
Community of peers
Share tools, troubleshoot adoption, and get feedback from fellow Supermanagers
Maven Guarantee
Your purchase is backed by the Maven Guarantee.
Course syllabus
4 live sessions • 31 lessons • 3 projects
Week 1
May
6
Scope & build your first tool
AI Foundations for Managers
AI as your strategic thinking partner
Session 1 notes
Week 2
May
13
Getting your first tool from "OK" to "Great"
Build tools that scale your coaching
Session 2 notes
Follow up resources from Week 2
Schedule
Live sessions
2 hrs / week
Wed, May 6
4:00 PM—6:00 PM (UTC)
Wed, May 13
4:00 PM—6:00 PM (UTC)
Wed, May 20
4:00 PM—6:00 PM (UTC)
Wed, May 27
4:00 PM—6:00 PM (UTC)
Async content
2 hrs / week
Frequently asked questions
$1,800
USD