Class is in session
4 Weeks
·Cohort-based Course
Continuously improve your leadership by taking risks, learning from failure, and proving the impact of your unique leadership style.
Class is in session
4 Weeks
·Cohort-based Course
Continuously improve your leadership by taking risks, learning from failure, and proving the impact of your unique leadership style.
Previously at
Course overview
Worried you’re not making the right decisions?
Stressed about your relationships at work?
Concerned about your career if you fail?
Welcome to leadership! I’ve been there, it’s rough. How are we supposed to make confident decisions when the world is more uncertain than ever?
Often that's where I see leaders get stuck. They want to be sure they’re making the right decisions, but there are no sure things—in life or leadership! Don't miss your opportunity to achieve your ambitions by waiting to be sure.
Great leaders take risks. That’s why I coach startup CEOs, founders, and executives to fulfill their true potential by embracing risk instead of avoiding it. They make the hard calls that matter despite the risks:
Asking for what they want instead of settling for less
Having the hard conversation instead of avoiding it
Changing course when things aren’t working
Protecting their time for their highest priorities
Managing their stress instead of ignoring it
Staying true to their values even under pressure
Building a distinct, opinionated, intentional culture on their team
Instead of waiting to be sure, we experiment daily with how they lead and prove empirically how they can achieve their ambitions. By learning from their failures, envisioning a better future, and asking for help achieving it, over time they develop their own uniquely effective leadership style.
I want to offer everyone the same opportunity to fulfill their true potential by optimizing how they lead. In this course, I'll share the same tools I use with clients so you can apply them to your own leadership challenges—and discover your own uniquely effective leadership style.
Let me help you fulfill your true potential. I've helped 70+ startups level up their leadership and escape burnout by learning to embrace risk. I’ve spent 20+ years in the tech world: as a founder backed by top investors, an operator at companies like Slack and Adobe, and now a coach and trusted confidant to startup leaders.
01
Leaders who want to take more risks in their work but are worried they can't handle the consequences.
02
Managers who want better performance out of their team but are struggling to influence them effectively.
03
Professionals who feel misaligned with their leadership but aren't sure how to resolve their differences.
Prove empirically how you can cultivate high performance at your company by experimenting daily with how you lead and seeing what works.
You'll let go of "making sure" before you act and embrace experimentation to prove which leadership behaviors create the best results for you—and in your specific organization.
Build the confidence to embrace risk by reducing your stress—even when faced with big expectations and heavy uncertainty.
You'll let go of stressing about getting every decision right and embrace trusting yourself to handle any outcome—even failure. If you know you can handle any outcome there's not much left to stress about!
Transform your failures into inspiration by understanding what happened and changing how you lead—instead of denying it or blaming others.
You'll let go of explaining away your failures and embrace them—both as opportunities to learn what didn't work and inspiration for what you'll try next time around.
Set a high bar by envisioning and pursuing your boldest ambitions—instead of waiting for a sure thing or settling too soon.
You'll let go of playing it safe and give yourself full permission to chase your wildest dreams. Whether you succeed or fail, you'll always know you gave it your all.
Scale the impact of your leadership by asking for help proudly yet humbly—instead of trying to coerce others or do everything yourself.
You'll let go of ineffective methods of influence and embrace building genuine relationships with your leadership, peers, and reports—so they genuinely want to help you.
Live sessions
Learn directly from Kenneth Berger, Executive Coach in a real-time, interactive format.
Lifetime access
Go back to course content and recordings whenever you need to.
Community of peers
Stay accountable and share insights with like-minded professionals.
Certificate of completion
Share your new skills with your employer or on LinkedIn.
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.
Oct
7
Session 1
Oct
14
Session 2
Oct
21
Session 3
Oct
28
Session 4
3 hours per week
Live sessions Tuesdays 10am – 12pm PT
October 7th, 14th, 21st, and 28th 2025
Weekly projects
~1 hour per week
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Ryan Warner
Deep Datta
Fanette Jobard
Jaymes Downer
Stephen Lamb
Pau Minoves
Pursue your boldest ambitions by embracing risk instead of avoiding it.
Kenneth Berger coaches startup CEOs, founders, and executives to pursue their boldest ambitions by embracing risk instead of avoiding it. Great leaders take risks. There are no sure things in life or leadership! Don’t miss your big opportunity by waiting to be sure. Instead, Kenneth helps leaders experiment daily with how they lead and prove empirically how they can achieve their ambitions. After 20+ years in the tech industry, he’s a trusted confidant to CEOs, a former founder backed by top investors, and an experienced operator from Slack and Adobe. These days, he's working on a book to share his techniques for embracing risk with the world.
Why not asking for what you want is holding you back | Kenneth Berger
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
Be the first to know about upcoming cohorts