Kelly Leonard

Longtime Creative Executive at The Second City in Chicago and the Co-author of the Best-selling Book “Yes, And.”

Kelly Leonard is the Vice President of Creative Strategy, Innovation and Business Development at The Second City. His book, “Yes, And,” was published to critical acclaim by HarperCollins. Kelly has spoken at Aspen Ideas Festival, Microsoft, Twitter, TEDx Broadway and has guest lectured at Stanford’s Graduate School of Business and The Booth School of Business at the University of Chicago. He hosts the podcast “Getting to Yes, And” for WGN radio. For over twenty years, he oversaw Second City’s live theatrical divisions working with such talent as Tina Fey, Stephen Colbert, Amy Poehler, Seth Meyers, Keegan Michael Key and others. He and his wife Anne Libera were awarded the Creative Voice Award in 2019 by Arts Alliance Illinois.

  • Kelly Leonard Keynote Speaker Fee Fee range is for U.S. events, depending on location and organization type

    Please Inquire

  • Languages Spoken

    English

  • Travels From

    Illinois, USA

  • Kelly Leonard Keynote Speaker Fee Fee range is for U.S. events, depending on location and organization type

    Please Inquire

  • Languages Spoken

    English

  • Travels From

    Illinois, USA

Suggested Keynote Speaker Programs

Culture is an Improvisational Art

While many businesses talk about the importance of culture, few actually provide any sort of scaffolding upon which culture can be built and maintained. Kelly Leonard uses his experience leading the world famous Second City Theatre and draws from his best-selling book “Yes, ...

While many businesses talk about the importance of culture, few actually provide any sort of scaffolding upon which culture can be built and maintained. Kelly Leonard uses his experience leading the world famous Second City Theatre and draws from his best-selling book “Yes, And,” to provide a compelling and interactive keynote on how improvisation practices can help embed the kind of behaviors that promote the culture you want: a culture that is fearless, caring and adaptable.

KEY TAKEAWAYS

  • Specific exercises and practices to enact within your organization
  • Demystification of “culture,” “creativity” and “innovation”
  • An exploration of how a greater knowledge of the principles of comedy can improve your work culture

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Collaborative Creativity and the Evolution of an Idea | How Improv Can Help You at Work

People are not pre-ordained to be good at working within groups. Second City’s roots lay in the improvisation games developed by a social worker in the 20’s and 30’s – games that promote collaboration, empathy, focus and listening. Kelly Leonard combines his years ...

People are not pre-ordained to be good at working within groups. Second City’s roots lay in the improvisation games developed by a social worker in the 20’s and 30’s – games that promote collaboration, empathy, focus and listening. Kelly Leonard combines his years leading Second City’s stages with his own collaborations in the behavioral science community, to provide insights and actions that individuals and groups can take to work better with one another at work.

KEY TAKEAWAYS

  • Specific exercises and practices to enact within your organization
  • Insights on how to get the best out of your teams
  • Promoting a workplace that is fearless and change-ready

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“Yes, And” Immersion (Keynote + Customized Workshop)

Collaborate with Kelly & Second City experts to create a workshop that sharply focuses on philosophies of “Yes, And” as it relates directly to your team. After the Keynote facilitators walk attendees through 3-5 improv exercises & practices that focus on ...

Collaborate with Kelly & Second City experts to create a workshop that sharply focuses on philosophies of “Yes, And” as it relates directly to your team. After the Keynote facilitators walk attendees through 3-5 improv exercises & practices that focus on organizational improvement.

  • Ideal for 50 people – if more than 50, cost goes up and attendees will need to break into different groups.
  • Up to three hours long.

 

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The Power of Improvisation and Comedy

Kelly Leonard says that “improvisation is yoga for your social skills.” In this talk, he draws on his years hiring and producing hundreds of shows with such stars as Tina Fey, Stephen Colbert and Keegan Michael Key. While improvisation opens the door to greater creativity...

Kelly Leonard says that “improvisation is yoga for your social skills.” In this talk, he draws on his years hiring and producing hundreds of shows with such stars as Tina Fey, Stephen Colbert and Keegan Michael Key. While improvisation opens the door to greater creativity, comedy is a device that can wield great power – for good or bad. This interactive keynote provides some amazing backstage stories and relevant insights that transfer from the stage to the boardroom.

KEY TAKEAWAYS

  • Specific exercises and practices to enact within your organization
  • Rich storytelling of first hand experiences working with Stephen Colbert, Steve Carell, Tina Fey, Keegan Michael Key, Seth Meyers and others.

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Learning is an Improvised Art

The truth is, we are not very good at learning. But the good news is, we can get better at it. Kelly Leonard draws on his many years leading The Second City theatre in Chicago as well as his collaborations with the Center for Decision Research at the University of Chicago to ...

The truth is, we are not very good at learning. But the good news is, we can get better at it. Kelly Leonard draws on his many years leading The Second City theatre in Chicago as well as his collaborations with the Center for Decision Research at the University of Chicago to provide a rich conversation around improvisation, behavioral science and creating an unfixed mindset that sets the stage for lifelong learning and endless creativity.

KEY TAKEAWAYS

  • Specific exercises and practices to enact within your organization
  • Insights into the learning modules of the world famous Second City Theatre
  • Applied improvisational techniques that can be used in team-building and to foster innovation

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Improvisation: Decoding Creative Practices

Creativity appears to be elusive or the province of a select talented few. This is a myth – a myth that is perpetuated by those who make a lot of money by telling other people they are more special than them. Kelly Leonard helmed the world famous Second City for two decades...

Creativity appears to be elusive or the province of a select talented few. This is a myth – a myth that is perpetuated by those who make a lot of money by telling other people they are more special than them. Kelly Leonard helmed the world famous Second City for two decades – working with such talent as Tina Fey,  Stephen Colbert and Keegan Michael Key. His work with the behavioral science community and thought leaders from a variety of disciplines gives him a unique insight into a kind of creativity that is available to all of us at any time.

KEY TAKEAWAYS

  • Specific exercises and practices to enact within your organization
  • Insights based on behavioral science, neuroscience and positive psychology
  • Specific examples based on the speakers work with such talent as Tina Fey, Stephen Colbert, Amy Poehler, Seth Meyers and more.

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About Keynote Speaker Kelly Leonard

Kelly Leonard is the Vice President of Creative Strategy, Innovation and Business Development at The Second City. His book, Yes, And: Lessons from The Second City was released to critical acclaim in 2015 by HarperCollins and was praised by Michael Lewis in Vanity Fair who called it “…an excellent guide to the lessons that have bubbled up in Second City’s improv workshops.”

Kelly is a popular speaker on the power of improvisation to transform people’s lives. He has presented at The Aspen Ideas Festival, The Code Conference, TEDx Broadway, Chicago Ideas Festival, The Stanford Graduate School of Business and for companies such as Coca Cola, Microsoft, Twitter, Memorial Sloan Kettering and DDB Worldwide.

Kelly co-created an initiative with the Center for Decision Research at the Booth School at the University of Chicago, The Second Science Project, that looks at behavioral science through the lens of improvisation.

He also hosts the podcast, “Getting to Yes, And,” for Second City Works and WGN radio that features interviews with academics, authors and leaders such as Brene Brown, Adam Grant, Michael Lewis, Lindy West, Dan Pink and Amy Edmondson.

For over twenty years, Kelly oversaw Second City’s live theatrical divisions where he helped generate original productions with such talent as Tina Fey, Stephen Colbert, Amy Poehler, Seth Meyers, Steve Carell, Keegan Michael Key, Amy Sedaris, Adam McKay and others.

In 2019, Arts Alliance Illinois awarded Kelly and his wife Anne Libera with their Creative Voice Award.

Twitter: @KLsecondcity

Testimonials

Kelly Leonard was outstanding. He drew on the concepts of his book “Yes, And” to engage our audience & draw them in. He then topped that off with some amazing stories about his professional life & the countless big names that have made their way through The Second City Program.

Jana Boone

Director of Business Development at Publicis Hawkeye

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