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How to Become a Supermanager with AI

4.8 (91)

Hilary Gridley

Product Leader (Whoop, Dropbox, Nike)

This course is popular

5 people enrolled last week.

Build AI tools, apps, and systems that make your team better.

The math of management is broken. Your team needs fifteen hours of your time and you've budgeted five. Being more productive doesn't fix it because there's always more work by an order of magnitude than there is time. AI changes the math. Not by making you faster, but by making your team better. When your expertise is available at scale, the person who needed six hours of your time now needs one. In this course, you'll build AI tools that coach and evaluate like you would, real applications without writing code, and autonomous systems that work without you. The core skill is one you already have: delegation. Over four weeks, you'll apply it at increasing levels of leverage, from conversations to applications to AI that runs on its own.

What you’ll learn

Build AI tools that scale your coaching, drive team adoption, and reclaim hours for strategic work, all without compromising quality.

  • Use the Tool Scoping Worksheet to know exactly what you're building

  • Build evaluator tools that check work against your standards and coaching tools that teach skills step by step

  • Diagnose whether you're solving the real problem or a symptom, so your tool targets the root cause

  • Go from Custom GPT to a working app with a user interface, saved data, and real features

  • Learn to direct AI to build software using plain English

  • Ship something your team can use, not just talk to

  • Automate recurring workflows like 1:1 prep and weekly updates

  • Build a Manager OS: the folders, files, and context that power every AI tool you create

  • Know which workflows are ready to automate and which ones you haven't done enough times yet

  • Learn strategic delegation skills applied to AI

  • Break down complex problems so AI can help at every stage

  • Know when to be specific, when to let AI run, and how to troubleshoot when the output isn't right

  • Model AI use in your 1:1s so your team sees what good looks like

  • Implement a 30-day adoption system that builds real fluency, personalized by role

  • Set a quality bar so your team knows when AI output is good enough and when it isn't

  • Build a manager context file that sharpens your understanding of what your leader actually cares about

  • Draft updates, frame difficult conversations, and prep for reviews using real context

Learn directly from Hilary

Hilary Gridley

Hilary Gridley

Contact

Head of Core Product @ WHOOP

Managers enrolled from
Google
Microsoft
J.P. Morgan
NBCUniversal
Visa Inc.

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

Hilary Gridley

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—Mar 15

    Mar

    10

    Scope & build your first tool

    Tue 3/102:00 PM—4:00 PM (UTC)

    AI Foundations for Managers

    6 items

    AI as your strategic thinking partner

    2 items

Week 2

Mar 16—Mar 22

    Mar

    17

    Getting your first tool from "OK" to "Great"

    Tue 3/172:00 PM—4:00 PM (UTC)

    Build tools that scale your coaching

    8 items

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

·

7 days left to enroll

Enroll