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Artwork for Second City Works presents "Getting to Yes, And"

Second City Works presents "Getting to Yes, And"

WGN Plus
Second City
Leadership
Improv
Improvisation
Emotional Intelligence
Creativity
Chicago
Education
Mental Health
Psychology
Google
Comedy
Career Development
Cultural Intelligence
Meaningful Work
Diversity
Communication
Storytelling
Personality Change
Sesame Workshop

Second City Works presents "Getting to Yes, And" on WGN Plus from WGN Radio in Chicago.

PublishesWeeklyEpisodes101Founded10 years ago
Number of ListenersCategory
Business

Listen to this Podcast

Artwork for Second City Works presents "Getting to Yes, And"

Latest Episodes

Nearly ten years ago, Kelly got connected with Stephanie Weaver, a speaking coach assigned to him for a TEDx-style talk in Chicago. Now, Stephanie has written a book, “Bitter, Sweet: How to Heal Yourself When Your Family is Broken.” Warning: this epi... more

Kelly goes across the pond to speak to educator Daisy Christodoulou, whose provocative books on education take aim at a lack of teacher autonomy, fact-based curricula, and the misuse of technology in the classroom.

serve.castfire.com/audio/8... more

Acclaimed journalist Benoit Denizet-Lewis joins Kelly to talk about his new book “You’ve Changed: The Promise and Price of Self-Transformation.”

serve.castfire.com/audio/8357761/8357761_2026-05-05-025001.64kmono.mp3

“Any identity is a kind ... more

Kelly welcomes Leidy Klotz back to the podcast, where they last talked about his book, “Subtract: The Untapped Science of Less.” He has a new book, “In a Good Place: How the Spaces Where We Live, Work, and Play Can Help Us Thrive.”

serve.cas... more

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Recent Guests

Benoit Denizet-Lewis
Author and journalist
New York Times Magazine, author of You've Changed, The Promise and Price of Self-Transformation
Episode: Getting to Yes, And… | Benoit Denizet-Lewis – ‘The Promise and Price of Self-Transformation’
Leidy Klotz
Author and design/problem solving researcher
University of Utah / author of Subtract and In a Good Place
Episode: Getting to Yes, And… | Leidy Klotz – ‘The Power of Places’
Erik LeDrew
Filmmaker, co-director of Man in the Arena, lead on Alex vs. Arod
Religion of Sports
Episode: Getting to Yes, And… | Erik LeDrew – ‘From the Battlefield to the Big Screen’
Jake Braun
Former DHS advisor and author of Democracy in Danger and Fentanyl, Fighting the Mass Poisoning of America and the Cartel Behind It
Policy and national security expert
Episode: Getting to Yes, And… | Jake Braun
Khameer Kidia
Writer, physician, anthropologist at Harvard Medical School and University of Zimbabwe
Harvard Medical School; University of Zimbabwe
Episode: Getting to Yes, And… | Dr. Khameer Kidia – ‘Empire of Madness’
Erin McGoff
Award-winning filmmaker and content creator known for Advice With Erin
Advice With Erin / The Secret Language of Work
Episode: Getting to Yes, And… | Erin McGoff – ‘The Secret Language of Work’
Julia Minson
Professor at Harvard Kennedy School; behavioral scientist
Harvard Kennedy School
Episode: Getting to Yes, And… | Julia Minson: ‘How to Disagree Better’
Joe Pine
Internationally acclaimed author, speaker, and management advisor
Strategic Horizons LLP
Episode: Getting to Yes, And… | B. Joseph Pine – ‘Transform Your Business and Life’
Jane Marie Chen
Globally recognized entrepreneur, inventor, speaker, and leadership coach; co-founder of Embrace
Embrace (Infant incubator project)
Episode: Getting to Yes, And… | Jane Marie Chen – Designing Self-Compassion

Host

Kelly Leonard
Host of the show; Vice President of Creative Strategy, Innovation, and Business Development at The Second City

Reviews

4.8 out of 5 stars from 78 ratings
  • Whoa, he’s a pro!

    The host, Kelly Leonard, isn’t just the Mac Daddy Godfather of Second City, he’s actually a behavioral scientist. Doing research with some of the top academics in their fields. He knows everything and everyone! Oh and his own book, YES, AND, is the bomb!!

    Apple Podcasts
    5
    ratsofNIMH
    United States4 years ago
  • Thought-provoking and sticks with you

    I love this show! It’s both thought-provoking and often unexpectedly funny. Always informative, interesting and great topics covered. Really enjoy every episode.

    Apple Podcasts
    5
    savvy_entrepreneur
    United States5 years ago
  • Fantastic

    Kelly is a wonderful interviewer, intimately familiar with the work of the guest and able to draw parallels to improv that will resonate with your life if you are a learner, open to growing and experimenting.

    Apple Podcasts
    5
    Slickslider71
    Canada6 years ago
  • Love this podcast!

    Kelly brings it every episode along with great guests. He keeps the discussions on the theme of the benefits of improv training at work as well as everyday life, with lots of great stories along the way. Bravo!!

    Apple Podcasts
    5
    Tebley
    Canada6 years ago
  • Favorite podcast, period.

    As the co-founder of a three-decades old media production company, an ensemble member in a Tony winning theater company and an active arts advocate, GETTING TO YES AND informs every aspect of my life and is at the top of my "must-listen" list. The show, the guests and host Kelly Leonard are steeped in humility, intelligence, vulnerability, wit and genuine collaborative spirit. Every week, GETTING TO YES AND changes the course of my life a little bit, offering me new ways to think, inviting me to... more

    Apple Podcasts
    5
    HMSScott
    United States7 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Engaging and well-researched interviews that balance humor with thoughtful analysis; guests are well-chosen and the host asks purposeful, informed questions.
Listeners praise the host's preparation and ability to draw connections between guest work and real-world impact.
Strong storytelling and audience takeaway moments; episodes are consistently informative and entertaining, with credible guests across disciplines.
The show is described as inspiring for business leaders, educators, and creatives seeking collaborative approaches and personal growth.
Professional, insightful conversations with a strong emphasis on practical application of improv philosophy to business and leadership.

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Talking Points

Recent interactions between the hosts and their guests.

Getting to Yes, And… | Erik LeDrew – ‘From the Battlefield to the Big Screen’
Q: How did you enter the Alex vs. Arod project and secure the opportunity to tell this story?
The project began when the owner of Religion of Sports flagged Alex Rodriguez as a compelling subject; after initial consideration and development, the team pursued an honest, collaborative approach with ongoing development and alignment.
Getting to Yes, And… | Dr. Khameer Kidia – ‘Empire of Madness’
Q: How does your concept of Yes And apply to patient encounters?
Yes And reframes patient interactions to be collaborative and non-hierarchical, allowing clinicians to sit with patients, validate their experiences, and co-create care plans that address social and emotional needs beyond medications.
Getting to Yes, And… | Erin McGoff – ‘The Secret Language of Work’
Q: How do you view AI in relation to human communication in the workplace?
AI is a scientific discovery that will reshape work; it cannot replace genuine human-to-human interaction and should be used to augment, not replace, creative and interpersonal skills.
Getting to Yes, And… | Erin McGoff – ‘The Secret Language of Work’
Q: What is the four-step approach to writing better emails that you describe?
First, get the basics right with clear subject lines and brevity; second, use a professional email address and signature; third, apply bluff by front-loading the ask; fourth, keep it concise.
Getting to Yes, And… | Erin McGoff – ‘The Secret Language of Work’
Q: Can you share your Yes And moment that led to a breakthrough partnership?
I ignored a sketchy direct message on social, said yes anyway, and that engagement turned into the largest deal of my career.

Audience Metrics

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What is This Podcast about and what kind of topics does it cover?

Interview conversations mix practical leadership insights with creativity, teamwork, and personal growth, all through the lens of improv and organizational culture. Episodes commonly explore topics like leadership development, collaboration, communication, and how improv methods can translate to work, education, and social impact. Notable throughlines include cross-industry guests (from business professors and authors to nonprofit leaders and media creators), application of “Yes, And” principles to everyday challenges, and a willingness to address big ideas—ethics, courage, curiosity, and systems-level change—through engaging storytelling and actionable takeaways. The show often includes guests who are researchers, authors, or practitioners... more

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2. Good Hang with Amy Poehler
3. SmartLess
4. IMO with Michelle Obama and Craig Robinson
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this podcast launched 10 years ago and published 101 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on this podcast?

Recent guests on this podcast include:

1. Benoit Denizet-Lewis
2. Leidy Klotz
3. Erik LeDrew
4. Jake Braun
5. Khameer Kidia
6. Erin McGoff
7. Julia Minson
8. Joe Pine

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