Ann Sylvester

The City of Joliet names Ann Sylvester as the first Director of Cultural Affairs and Special Events in the newly created position.

With over 25 years of experience in cultural programming, large-scale event logistics, and community engagement, including serving as Deputy Commissioner of Operations and Permits for the City of Chicago’s Department of Cultural Affairs and Special Events—Sylvester brings a wealth of leadership, creativity, and operational excellence to the role.

“We’re excited to welcome Ann to the City of Joliet,” said Mayor Terry D’Arcy. “She brings not only an impressive track record in executing world-class events, but also a deep understanding of how to engage communities, foster inclusivity, and turn public spaces into cultural landmarks. Her leadership will help Joliet shine on the regional and potentially national stage.”

Throughout her time with the City of Chicago, Sylvester had a key role in the planning and execution of hundreds of large-scale public events.

Sylvester holds a Master of Science in Integrated Marketing Communications from Northwestern University and a Bachelor of Science in Business from Miami University.

In her new role, she will oversee the planning and coordination of community celebrations, special events, and cultural initiatives—building on Joliet’s rich history while expanding opportunities for residents and visitors to connect.