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

Second City Works presents "Getting to Yes, And"

WGN Plus
Leadership
Second City
Executive Coaching
Google
Unlearning Silence
American Express
Red Cross
Jerry Colonna
Nike
Boeing
Pixar
Enron
Harvard Law School
Timeboxing
Psychology
Meaningful Work
Barack Obama
Race Relations
Productivity
The Village Voice

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

PublishesTwice weeklyEpisodes101Founded10 years ago
Number of ListenersCategory
Business

Listen to this Podcast

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

Latest Episodes

Kelly speaks with Erin McGoff, an award-winning filmmaker and content creator – known as the “internet’s big sister” through her AdviceWithErin branding. She received a Pulitzer Fellowship in 2017 and was named a Forbes 30 under 30 recipient in 2025.... more

Kelly connects with Julia Minson, a professor at Harvard Kennedy School. She is a behavioral scientist with extensive research experience in conflict, communication, negotiations, and decision-making. She has a new book: “How to Disagree Better.”

ht... more

Kelly talks to Joe Pine, an internationally acclaimed author, speaker, and management advisor to Fortune 500 companies and entrepreneurial start-ups alike. He is a co-founder of Strategic Horizons LLP, a thinking studio dedicated to helping businesse... more

Kelly spends time with Jane Marie Chen, a globally recognized entrepreneur, inventor, speaker, and leadership coach. She is the co-founder of Embrace, which developed an infant incubator that has helped to save over a million babies. Jane has been a ... more

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Recent Guests

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
Jenny Raymond
Executive Director, Harnish Foundation
Harnish Foundation
Episode: Getting to Yes, And… | Funny Girls & The Second City – ‘Improv and Leadership for Girls: A New Free Program’
Julie Dumais Osborne
Vice President, Second City Training Centers
Second City Training Centers
Episode: Getting to Yes, And… | Funny Girls & The Second City – ‘Improv and Leadership for Girls: A New Free Program’
Angela Williams
CEO of United Way Worldwide, provided global Bonnie examples
United Way Worldwide
Episode: Getting to Yes, And… | Bob Johansen – ‘Navigating the Age of Chaos’
Jamei Cascio
Co-author of Bonnie, scenario writer
Institute for the Future / Co-author of Bonnie
Episode: Getting to Yes, And… | Bob Johansen – ‘Navigating the Age of Chaos’
Leslie John
James E. Burke Professor of Business Administration at Harvard Business School
Harvard Business School
Episode: Getting to Yes, And… | Leslie John ‘Revealing: The Underrated Power of Oversharing’

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.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#199
Ireland/Business

Talking Points

Recent interactions between the hosts and their guests.

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.
Getting to Yes, And… | Julia Minson: ‘How to Disagree Better’
Q: What is the right number of questions to ask in a conversation, and how does follow-up change the dynamic?
The guests discuss research with Karen Huang and Mike Yeomans showing that follow-up questions significantly improve understanding and listening, with nine questions versus four showing a measurable difference, and how topic-switching vs. follow-up sustains engagement.
Getting to Yes, And… | Julia Minson: ‘How to Disagree Better’
Q: You also have a pretty amazing origin story that brought you into this work. Can you tell us about that story or those stories?
Minson explains her immigrant background from the Soviet Union, growing up in Denver, and how early family dynamics influenced her interest in cross-cultural communication and conflict resolution.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About This Podcast

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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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. Erin McGoff
2. Julia Minson
3. Joe Pine
4. Jane Marie Chen
5. Jenny Raymond
6. Julie Dumais Osborne
7. Angela Williams
8. Jamei Cascio

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