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How to Become a Supermanager with AI

New
·

3 Weeks

·

Cohort-based Course

Build custom AI tools that improve team performance, foster independent thinking, and drive higher-quality work—while freeing up your time.

Course overview

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

Being a manager today is harder than ever. Teams are bigger and flatter.You may be managing more people—sometimes in areas where you’re not the expert—and still expected to deliver your own work. It’s a balancing act that leaves little room to breathe.


Your days are packed with 1:1s, reviews, and meetings, yet your best coaching moments only reach one person at a time. Meanwhile, your team needs daily guidance, not just during scheduled check-ins.


This is where most managers get stuck. They either:

- Burn out trying to give everyone enough attention,

- Cut corners and watch quality suffer,

- Or throw basic AI tools at the problem and hope for the best


There's a better way.

This course will show you how to build systems that scale your expertise, boost your team’s performance, and free up time for the work that truly matters—like tackling tough challenges and building stronger relationships.


Course Structure

In five hands-on sessions, you’ll build AI-powered tools designed to tackle real management challenges, saving you time and boosting your team’s performance.


1. AI as Teacher: Spend less time repeating yourself. Create tools that automate knowledge-sharing, helping your team develop critical thinking and gain insights without relying on constant 1:1 coaching.


2. AI as Editor: Eliminate endless revision cycles. Build systems that catch common mistakes—like unclear summaries or weak data visualizations—before they reach your desk, ensuring your team delivers high-quality work faster.


3. AI as Mentor: Supercharge career growth. Develop personalized tools that turn vague growth goals into actionable plans, track progress, and match team members with stretch assignments tailored to their interests.


4. AI as Coach: Make feedback stick. Design AI-driven systems that provide real-time coaching for your team, helping them learn faster and achieve better outcomes—all while freeing you from repetitive performance reviews.


5. AI Upskilling: Maximize your team’s potential. Teach your team how to use AI thoughtfully and effectively, empowering them to solve problems, save time, and deliver better results.


What to Expect


Each session combines real-world demonstrations, hands-on practice, and peer feedback, ensuring that by the end of the course, you’ll have practical tools you can implement immediately to transform how you manage.


What You'll Get



Live demonstrations of every tool and technique (including behind the scenes visibility into how I built it)

Template library of proven AI prompts for building management tools

Private Slack community for ongoing support

Lifetime access to course updates

Certificate of completion demonstrating your AI management expertise


How You'll Win


Lead bigger teams with ease: Transform your best coaching moments into AI-powered tools your team can access anytime. Say goodbye to repeating yourself or relying on your team to remember last week’s 1:1 feedback.

Reclaim your time for what matters: Automate document reviews and repetitive coaching tasks, giving you the freedom to focus on solving tough problems and driving your team toward meaningful results.

Sharpen your leadership standards: Build clear frameworks that allow you to ask insightful questions and provide actionable feedback, even in areas where you’re not a technical expert.

Provide 24/7 guidance without burnout: Give your team unlimited access to your thinking, mental models, and expertise between meetings. They’ll feel supported, and you’ll get valuable hours back for strategic priorities.

Focus on what matters: Let AI handle the routine while you double down on the human side of leadership—your judgment, empathy, and ability to grow your team.


Who is this course for


This course is perfect for managers who:

- Lead growing teams (5+ reports) and need to scale their impact without sacrificing quality

- Balance IC work with management and need to be more efficient with their time

- Care deeply about developing their team and want to provide more consistent support


Do not take this course if:


You’re hoping to fully automate your management. If you’re looking to use AI as a replacement for leadership, this course isn’t for you. The tools you’ll build are designed to amplify your expertise and judgment, not remove the manager from the equation.

You want to copy-paste prompts and call it a day. While I’ll share plenty of battle-tested prompts for you to use, they’re meant to be a starting point. This course is about customizing tools to fit your team’s unique challenges—not using one-size-fits-all solutions.

You’re not actively managing a team. This course is built for leaders who are in the trenches, guiding and supporting their teams every day.

You’re expecting instant solutions. The strategies here require upfront effort, iteration, and experimentation to create lasting systems that scale your leadership.


You'll get the most value if you're:

- Moderately comfortable with ChatGPT or Claude

- Open to experimenting with new management approaches

- Willing to invest time upfront to build systems that scale

Who is this course for

01

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

02

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

03

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

What you’ll get out of this course

Reduce coaching time without sacrificing quality

No more repeating the same advice in every 1:1. We'll build 5 AI tools that share your thinking with the team 24/7. By the end of the first session, you'll have systems that handle recurring questions and help people level up between meetings.

Cut review cycles in half

Speed up feedback with AI tools that catch common issues before work reaches you - from weak data visualization to unclear exec summaries. Your team gets instant feedback while you focus on more strategic coaching.

Accelerate career growth on your team

Transform vague growth goals into daily progress. Build AI tools that turn your team's career plans into daily challenges, track their progress, and suggest personalized stretch assignments. Improve team retention by helping people meet their career goals faster.

Equip your team with AI superpowers

Give your team the tools and confidence to integrate AI into their daily workflows, solve real problems, and deliver higher-quality work with fewer revisions--all while helping them build one of today’s most in-demand skillsets.

Boost your leadership impact

Scale your influence by automating recurring management tasks, freeing up hours per week for higher-value work.


This course includes

6 interactive live sessions

Lifetime access to course materials

1 in-depth lesson

Direct access to instructor

Projects to apply learnings

Guided feedback & reflection

Private community of peers

Course certificate upon completion

Maven Satisfaction Guarantee

This course is backed by Maven’s guarantee. You can receive a full refund within 14 days after the course ends, provided you meet the completion criteria in our refund policy.

Course syllabus

Week 1

Feb 4—Feb 9

    Session 1: AI as teacher - Sharpen your team’s thinking

    • Feb

      4

      Session 1

      Tue 2/49:00 PM—10:00 PM (UTC)

    Session 2: AI as editor - help your team improve the quality of their output

    • Feb

      6

      Session 2

      Thu 2/69:00 PM—10:00 PM (UTC)

Week 2

Feb 10—Feb 16

    Session 3: AI as mentor - Scale career development and growth

    • Feb

      11

      Session 3

      Tue 2/119:00 PM—10:00 PM (UTC)
    1 more item

    Session 4: AI as coach – Amplifying learning and performance

    • Feb

      13

      Session 4

      Thu 2/139:00 PM—10:00 PM (UTC)

Week 3

Feb 17—Feb 20

    Session 5: Teaching your team to use AI effectively

    • Feb

      18

      Session 5

      Tue 2/189:00 PM—10:00 PM (UTC)
    • Feb

      20

      Optional Q&A with Hilary

      Thu 2/209:00 PM—10:00 PM (UTC)

What people are saying

        Hilary’s Supermanager essay blew me away. Lots of people focus on Super ICs, but Hilary showed how AI is making her a 10x manager. Her insights also struck a deep chord with my audience, making one of the top five most viewed posts of all time in my newsletter. I’m thrilled she’s bringing these career-changing strategies to her Maven course.
Lenny Rachitsky

Lenny Rachitsky

Author of Lenny’s Newsletter and Lenny’s Podcast, Investor, fmr. product leader at Airbnb
        Hilary's innovative approach to AI-powered management has elevated our entire product organization at WHOOP. She's created systems that amplify our PMs' natural talents and drive clarity in every interaction. The result is sharper strategic thinking, more impactful communication, and faster execution across all our product initiatives.
Alexi Coffey

Alexi Coffey

Vice President of Product, WHOOP

Meet your instructor

Hilary Gridley

Hilary Gridley

Product Director @ WHOOP

I have 15 years experience building digital tools and programs that drive real-world behavior change for millions of people, managing teams of 10+ direct reports along the way. At WHOOP, I lead our Core Product team; previously I built digital therapeutics that were clinically proven to effectively treat anxiety, insomnia, and low mood. So I know firsthand how to build systems that help even the most stressed and burnt out people live, work, and grow—and how to use AI to make those systems more powerful and personal.


I'm not just teaching theory—these frameworks come from real experience helping my teams thrive as AI becomes central to how we work. The tools we'll build in this course are battle-tested with real managers facing the same challenges you are.


Above all, I care deeply about the human side of management. These tools aren't meant to automate or replace leaders—they're meant to help you articulate and teach your standards of excellence, give your team unlimited access to your guidance, and ensure that your time together is as valuable as possible.

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Join an upcoming cohort

How to Become a Supermanager with AI

February Cohort

$900

Dates

Feb 4—20, 2025

Payment Deadline

Feb 3, 2025
Get reimbursed

Course schedule

2 hours per week

  • Classes on Tuesdays & Thursdays

    4:00pm - 5:00pm EST

    Five sessions between Tues Feb 4 and Thurs Feb 18:


    1. AI as Teacher
    2. AI as Editor
    3. AI as Mentor
    4. AI as Coach
    5. Upskill your team in AI
  • Hands-on AI tool building

    During these focused building sessions, you'll:

    • Create real AI tools that solve your actual management challenges
    • Get immediate feedback from peers who face similar leadership demands
    • Test and refine your tools with your team between sessions
    • Build a personal library of AI assist

Learning is better with cohorts

Learning is better with cohorts

Active hands-on learning

This course builds on live workshops and hands-on projects

Interactive and project-based

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

Learn with a cohort of peers

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

Frequently Asked Questions

A pattern of wavy dots

Join an upcoming cohort

How to Become a Supermanager with AI

February Cohort

$900

Dates

Feb 4—20, 2025

Payment Deadline

Feb 3, 2025
Get reimbursed

$900

3 Weeks