Hilary Gridley
Product Leader (Whoop, Dropbox, Nike)
This course is popular
10 people enrolled last week.
AI can do more than save you time. It can make your whole team better.
What you’ll learn
Build AI tools that scale your coaching, drive team adoption, and reclaim hours for strategic work, all without compromising quality.
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
Pressure-test strategy, prep for hard conversations, and communicate upward with sharper context
Work through real scenarios end to end. Not templates, your actual challenges
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
Tool Scoping Worksheet
The worksheet you'll use to scope every tool before you build
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
This course is backed by the Maven Guarantee. Students are eligible for a full refund up until the halfway point of the course.
Course syllabus
4 live sessions • 28 lessons
Week 1
Mar
10
Scope & build your first tool
AI Foundations for Managers
AI as your strategic thinking partner
Week 2
Mar
17
Getting your first tool from "OK" to "Great"
Build tools that scale your coaching
Schedule
Live sessions
2 hrs / week
Tue, Mar 10
2:00 PM—4:00 PM (UTC)
Tue, Mar 17
2:00 PM—4:00 PM (UTC)
Tue, Mar 24
2:00 PM—4:00 PM (UTC)
Tue, Mar 31
2:00 PM—4:00 PM (UTC)
Async content
2 hrs / week
Frequently asked questions
$1,800
USD
2 days left to enroll