June Cohort

Drive AI adoption, scale your coaching, and reclaim your time with custom tools your team will actually use—without compromising on quality.

Hilary Gridley

Head of Core Product @ WHOOP

How to Become a Supermanager with AI

Managers today are under pressure to do more with less—and AI is being pitched as the solution. You’re expected to get more out of your team, faster, by integrating AI into your workflows. But how do you do that effectively when you’re still figuring it out yourself—and your team is skeptical or unsure how to use it well? Most managers are left without a playbook. They either: 1. Burn out trying to be everywhere at once,2. Lower the bar just to keep up,3. Or throw generic AI tools at the problem and hope for the best. There’s a better way. In this course, you’ll learn how to confidently adopt AI in your own work—and teach your team to use it well. You’ll build custom tools tailored to your leadership style, scale your coaching without sacrificing quality, and free up your time for the work that matters most. As Head of Core Product at WHOOP, I’ve built behavior-change products used by millions to improve their health. I know what it takes to guide people through something that feels unfamiliar and turn it into a habit they rely on daily. This course will help you do the same with AI. By the end of this course, you won’t just understand AI—you’ll have practical tools that make your team more effective and your job easier. You’ll stop repeating yourself in 1:1s, start seeing higher-quality work before it hits your desk, and free up hours each week to focus on the strategic problems only you can solve. You’ll become the kind of leader who’s not just keeping up with AI—but using it to lead with clarity, influence, and impact.

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

Team leads, directors, and VPs who run a team and have to balance managing up, down, sideways to drive outcomes.

People managers who still have significant IC responsibilities and are struggling to balance both roles effectively.

First-time managers of large teams (5+ reports) who are overwhelmed by the volume of coaching and feedback needed.

Who is this course for

What you’ll get out of this course

Stop repeating yourself in every 1:1. You’ll build AI tools that capture your thinking and handle recurring questions 24/7. By the end of the first session, your team will start leveling up—without you constantly in the loop.

Spend less time coaching—without lowering the bar

Build tools that catch common issues before they reach you—from messy data visuals to weak executive summaries. Your team gets faster feedback, you spend less time in the weeds, and the work improves.

Cut review cycles in half

Turn vague growth goals into clear, daily progress. Your AI tools will help track development, suggest stretch assignments, and support your team’s career goals—so they improve faster and stay longer.

Help your team grow faster—and stick around longer

Give your team real AI skills that help them deliver higher-quality work with fewer revisions. You’ll scale their abilities and equip them with one of the most valuable skills in today’s market.

Make your team faster, smarter, and more self-sufficient

Stop reacting. Start leading. I’ll show you how to use AI to sharpen your thinking, make smarter calls, and gain leverage where it counts—strategy, influence, and impact.

Reclaim your time—and your edge

Provide a brief description for each module as a way to sell the value of what students will be learning throughout the course.

First Module

Second Module

Third Module

Course syllabus

Author of Lenny’s Newsletter and Lenny’s Podcast, Investor, fmr. product leader at Airbnb

What people are saying

Meet your instructor

This course builds on live workshops and hands-on projects

Active hands-on learning

You’ll be interacting with other learners through breakout rooms and project teams

Interactive and project-based

Join a community of like-minded people who want to learn and grow alongside you

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