
Kelly Leonard: podcast appearances and interviews
VP of Creative Strategy · The Second City
About Kelly Leonard
Kelly Leonard, born in 1966, is an author, public speaker, and theater producer. He holds the position of Vice President of Creative Strategy at The Second City, an organization renowned for its improvisational comedy. Leonard's role involves developing creative initiatives and strategic planning within the company, contributing to its ongoing success in comedic arts. He is the son of radio personality Roy Leonard. Leonard's work extends beyond his executive role as he actively shares his expertise through public speaking engagements and writing, engaging audiences and readerships interested in theater, comedy, and creative strategy.
Summary based on Wikipedia, available under CC BY-SA.
Podcasts Kelly Leonard appeared on
Shows that have booked Kelly Leonard as a guest, ranked by appearance count.

![[Un]Churned – The No. 1 Podcast for Customer Retention](https://d3t3ozftmdmh3i.cloudfront.net/staging/podcast_uploaded_nologo/40344000/40344000-1759325757098-ebbb3cde389fe.jpg)








Latest Kelly Leonard interviews
Every podcast episode Kelly Leonard has appeared on, newest first.


How Improv Skills Can Transform Business Relationships with Second City's Leader Kelly Leonard

How Improv Skills Can Transform Business Relationships with Second City's Leader Kelly Leonard

How Improv Skills Can Transform Business Relationships with Second City's Leader Kelly Leonard

Saying “Yes, And” to Using Improv in Healthcare Communications and Leadership: Insights from Kelly Leonard, The Second City

Mastering the "yes, and" mentality with Kelly Leonard, VP of Creative Strategy @ Second City, Pt. 2

Mastering the "yes, and" mentality with Kelly Leonard, VP of Creative Strategy @ Second City, Pt. 2
![[Un]Churned – The No. 1 Podcast for Customer Retention](https://d3t3ozftmdmh3i.cloudfront.net/staging/podcast_uploaded_nologo/40344000/40344000-1759325757098-ebbb3cde389fe.jpg)
[Un]churned Spotlight: Insights from 3 Remarkable Authors ft. Kindra Hall, Kelly Leonard, Geoffrey Moore

The intersection of improv and business with Kelly Leonard, VP of Creative Strategy @ Second City, Pt. 1
![[Un]Churned – The No. 1 Podcast for Customer Retention](https://d3t3ozftmdmh3i.cloudfront.net/staging/podcast_uploaded_nologo/40344000/40344000-1759325757098-ebbb3cde389fe.jpg)
"Thank you...because" - Using Improv to Build Better Customer Relationships - ft. Kelly Leonard (The Second City)



Guests who appear alongside Kelly Leonard
Guests who share the same shows as Kelly Leonard. Worth a look if you're building a panel or pitching the same circuit.
Frequently asked questions
What podcasts has Kelly Leonard been on?
Kelly Leonard has appeared on 10 podcasts across 12 episodes. Notable shows include Question Everything, [Un]Churned – The No. 1 Podcast for Customer Retention, DISRUPT: The Podcast.
What does Kelly Leonard do?
Kelly Leonard is VP of Creative Strategy at The Second City. Podcast appearances span topics tied to their work and expertise.
When was Kelly Leonard's most recent podcast appearance?
Kelly Leonard's most recent appearance was on "How Improv Changed Comedy Forever: Kelly Leonard from Second City". DISRUPT: The Podcast, published Dec 17, 2025.
Which podcast has Kelly Leonard appeared on most often?
Question Everything. 3 appearances on record, most recently Jul 31, 2023.
