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How to Become a Supermanager with AI

4.7 (76)

Hilary Gridley

Head of Core Product @ WHOOP

Unlock your team's full potential while reclaiming your time and energy.

You're giving the same feedback in every 1:1. Reviewing work you shouldn't have to review. Your team waits on you because you're the only one who knows what good looks like. Using AI to move faster won't solve this. The real leverage comes from making your expertise available when you're not: tools that catch what you'd catch, ask what you'd ask, coach how you'd coach. This course teaches you to build those tools: why most fail, how to makes tools people actually use, and how to drive adoption and AI literacy across your team. You'll also learn to use AI as a strategic thinking partner for high-stakes decisions and managing up. The result: better work without waiting on you, and hours back for problems only you can solve.

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 "3 questions" framework to design tools people actually use

  • Apply the before/after trick to calibrate AI to your standards

  • Create quality reviewers and skill coaches tailored to your team's gaps

  • Implement the 30-day system that builds real AI fluency

  • Personalize AI adoption plans for different roles on your team

  • Set clear expectations around quality (not "ChatGPT told me")

  • Apply the 8 ways AI can help at each stage of problem-solving

  • Move beyond "chat with AI" to systematic collaboration

  • Use problem decomposition as your foundation skill

  • Teach by showing: demonstrate AI collaboration in coaching sessions

  • Use Socratic prompting and role-play to build team skills

  • Build performance rubrics and personalized growth plans with AI

  • Apply AI collaboration to strategic thinking, decision-making, and influence

  • Work through complete scenarios from breakdown to communication

  • Stop reviewing every spec before it ships

  • Stop giving the same feedback repeatedly in 1:1s

  • Shift from approval gate to system architect

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.

Hands-on build time

Spend live session time building your tools, not just listening to lectures .Get unstuck in real-time and walk out with working systems.

12 video modules

Watch at your own pace before the live sessions. Modules include demos of real tools being built. Lifetime access to rewatch anytime.

Downloadable prompt library

Get the exact prompts and system instructions for every tool demonstrated in the course, ready to customize for your team.

Manager Copilot

After completing the course, unlock an AI co-pilot that helps you build new tools, troubleshoot what's not working, and customize your team's adoption plan.

Community of peers

Share the tools you build, troubleshoot adoption challenges, and get feedback on your GPTs from managers solving the same problems.

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

2 live sessions • 12 lessons

Week 1

Feb 5—Feb 8

    Part 1: AI Foundations for Managers

    3 items

    Part 2: Build tools that scale your coaching

    3 items

    Feb

    5

    Build your first tool

    Thu 2/56:00 PM—8:00 PM (UTC)

Week 2

Feb 9—Feb 12

    Drive team adoption

    3 items

    Level up your leadership

    3 items

    Feb

    12

    Build your second tool + Q&A

    Thu 2/126:00 PM—8:00 PM (UTC)

Schedule

Live sessions

2 hrs / week

    • Thu, Feb 5

      6:00 PM—8:00 PM (UTC)

    • Thu, Feb 12

      6:00 PM—8:00 PM (UTC)

Async content

1 hr / week

Frequently asked questions

$1,600

USD

·
Feb 5—Feb 12
Enroll