Develop stronger managers through monthly, live leadership practice, without building another internal program.
HiPo Development Cohort
Leadership Playground is an interactive cohort experience where high potential managers build the confidence, communication, and adaptability they need to lead effectively, all through facilitator-led training and peer-based learning. Through experiential improv leadership development workshops, guided discussions, and custom scenario training, managers practice real leadership skills they can apply immediately. This is the space where hands-on upskilling, community, and fun collide.
Organizations and associations can purchase group packages for 5 or 10 managers. Individual memberships are also available.
Why Leadership Playground?
Leadership development that's tangible, affordable, and ongoing.
As HR and L&D leaders, you know that sometimes you just don’t have the resources for large-scale leadership programs or coaching. But every manager deserves the opportunity to grow.
Leadership Playground gives high potential managers a place to practice the conversations and situations they face every day through live, experiential improv learning
with peers from other organizations.
It's leadership development that's accessible, engaging, and immediately useful.
Is Leadership Playground Right for Your Organization?
Leadership Playground is designed for organizations that want to:
Develop high potential managers
Provide leadership development on a limited budget
Support managers consistently throughout the year
Give leaders practical opportunities to practice
Invest in people without building an internal program from scratch
Every month, participants join a live virtual training session focused on one essential management skill. Topics rotate every month, allowing participants to continue building new leadership skills over time. Example session topics include: Effective Communication, Thinking Quickly on Your Feet, Presentation Skills, Leadership, & more!
What Your Managers Will Experience
1 Virtual Leadership Development Workshop: Learn actionable tools through experiential, improv-inspired exercises designed specifically for mid-level management.
1 Scenario Training Practice Session: Guided by improv facilitators and our ‘yes, and’ framework, managers work through real workplace scenarios and practice situations they'll actually have with their teams. Each scenario training topic is voted on by the community every month, based on their real-time challenges.
Various Peer Learning Opportunities & Community: Connect with leaders from other organizations, share challenges, exchange ideas, and learn from different perspectives. We listen to managers in the cohort to create subgroups that dive deeper into their most-pressing needs.
Each month includes:
Leadership is built through practice.
Play creates the psychological safety leaders need to experiment, take risks, fail, and find their confidence. Through experiential, improv-inspired exercises, managers practice real workplace conversations in a supportive, low-stakes environment before they have them on the job.
Why Leadership Playground Works
An Affordable Solution for
HR & L&D Teams
Leadership Playground makes it simple to give your HiPo managers meaningful leadership development without the investment of a custom training program.
Whether you're looking for development for a handful of managers or building a leadership pipeline across your organization, we handle everything:
Live monthly leadership development training
Participant communication
Learning resources
Cohort experience
Virtual community-building
You enroll your managers
& we take care of the rest.
Pricing
Whether you're investing in your own leadership development or developing a group of managers, Leadership Playground offers flexible options to fit your needs.
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Perfect for mid-level managers looking to grow their leadership skills alongside peers from other organizations.
$49.99/month
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Enroll 5 or 10 managers from your organization and save 10% with a prepaid commitment.
5 Managers
3 Months | $675 Total Investment | $135 Per Person
6 Months | $1,350 Total Investment | $270 Per Person
9 Months | $2,025 Total Investment | $405 Per Person
10 Managers
3 Months | $1,350 Total Investment | $135 Per Person
6 Months | $2,700 Total Investment | $270 Per Person
9 Months | $4,050 Total Investment | $405 Per Person
Also Available for Associations
Looking for a valuable member benefit?
Leadership Playground gives associations an easy way to invest in HiPo members.
Purchase a cohort on behalf of your members, and they'll receive ongoing leadership development, community, and practical skill-building throughout the program…all included as part of their membership experience!
About improve it!
improve it! is a professional development company that uses improv comedy to help leaders and teams build connection, confidence, and adaptability at work. Through workshops, keynotes, and experiential learning, improve it! has helped thousands of leaders create more human-centered workplaces.
For years, we've helped organizations develop stronger communicators, more adaptable leaders, and more connected teams using experiential, improv-based learning.
Leadership Playground brings that same engaging approach into an ongoing
cohort experience for HiPo managers.
Ready to invest
in your managers?
Frequently Asked Questions
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Leadership Playground is a live, interactive cohort experience built for high-potential managers who want to grow, connect, and actually practice leadership in real time. Think less theory and more doing, with facilitator-led workshops, scenario practice, and a community that gets what you're navigating.
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This space is built for high-potential and mid-level managers, the leaders who are growing into bigger roles and want real practice, not more theory. If you're leading a team day to day and want to build confidence, sharpen communication, and handle tough conversations with more ease, you're in the right place.
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Inside Leadership Playground, you'll get:
One live monthly workshop built around a core leadership skill
One scenario training session, voted on by the cohort, where you practice the real conversations you're facing right now
A community of peer managers from other organizations working through the same challenges
Access to replays and resources inside Circle
A space to ask questions, practice, and grow alongside people who get it
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Jump in anytime! You’ll get immediate access to everything inside the platform, including past workshops and resources. You can go at your own pace and catch up whenever it works for you.
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On an individual basis-yes, you can cancel anytime. That said, there are no refunds for past payments.
For cohorts joining from the same organization, we cannot refund your package, but you decide to not renew moving forward. -
Nope! Stay as long as it’s serving you. We hope you’ll stick around, but you’re never locked in.
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Everything happens inside our community platform, Circle. That’s where you’ll access workshops, replays, discussions, and connect with other members. You’ll receive access as soon as you join!
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Our workshops are live (because that’s where the magic happens), and replays are available if you can’t make it.
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This program works best when you show up. Each month includes one live workshop and one scenario practice session, both designed to be practical enough to use the next day at work. We know life happens, so replays are there if you have to miss one, but the real growth (and the reason members stick around) comes from showing up live, practicing with the group, and building momentum month over month.
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This isn’t passive learning.
You’re not just listening-you’re participating.We use improv-based techniques, real-life scenarios, and interactive coaching so you can actually practice leadership
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Both 😄
We believe people learn best when they feel safe, energized, and engaged. So yes, it’s fun, but it’s also deeply practical and results-driven. -
Totally normal. Most people are at first.
You can participate at your own pace—whether that’s observing, engaging in chat, or jumping fully in. This is a judgment-free, supportive space.