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October 21, 2025 34 mins

Episode Overview

In this episode of The Chicagoland Guide, host Aaron Masliansky sits down with Jeff Haydon, President & CEO of the iconic Ravinia Festival in Highland Park — America’s oldest outdoor music festival.


Jeff shares how Ravinia began as a railroad amusement park over a century ago and evolved into one of the nation’s leading cultural institutions. The conversation covers Ravinia’s deep roots in the community, its role as a good neighbor in Highland Park, and its vision for the future through the Setting the Stage campaign — a $75 million renovation of its 36-acre campus to be completed by 2029.

 

Highlights

The fascinating history behind Ravinia’s founding and evolution.

How Ravinia collaborates with Highland Park to manage traffic, sustainability, and neighborhood harmony.

Reopening after the pandemic and reshaping audience experiences.

The Reach Teach Play® education program — bringing music to 120+ schools across Chicagoland.

Jazz legend Kurt Elling’s role as Jazz Advisor and the creation of the Breaking Barriers Festival with Marin Alsop.

Details on the Setting the Stages campaign to renovate Ravinia’s stages, pavilion, and guest experience.

 

About the Guest

Jeff Haydon has over 30 years of arts management experience and has led Ravinia since 2020. Under his leadership, the organization has secured major funding, expanded educational initiatives, and continued its mission to make world-class music accessible to all.

Learn more: ravinia.org

 

About the Host

Aaron Masliansky is a Realtor at Compass and host of The Chicagoland Guide, showcasing the people and places that make the region a great place to live. As a trusted local expert, Aaron helps clients navigate real estate across Chicago and the North Shore — guiding home buyers and sellers through every step of their journey.

Explore more episodes and connect with Aaron at thechicagolandguide.com.

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For more insights into the best places to live, work, and explore in Chicagoland, visit thechicagolandguide.com. Connect with us on social media for more updates and behind-the-scenes content. If you have any questions or want to share your own Chicagoland stories, feel free to reach out! Don’t forget to subscribe and leave a review if you enjoyed this episode.

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