Meet Our Staff

Meet Our Staff

Kendra L. Castelloni

President
Private Client

Kendra is responsible for managing Wintrust’s Private Client banking efforts throughout the bank’s footprint.  In addition to managing the team, she also serves as a Lead Advisor to many high-net worth individuals, families and organizations, including closely-held and family-owned businesses. 

Kendra has spent the last 22 years working with business owners in the Chicagoland area - she takes the time to gain a complete understanding of her client’s lifestyle, career and wealth planning goals.  Once she has an understanding of these holistic goals, Kendra, alongside a team of highly skilled professionals at Wintrust, presents best-in-class solutions to help her clients preserve, grow and transfer their wealth.  

Kendra has a bachelor’s degree in finance from Eastern Illinois University where she attended on a Division 1 athletic scholarship for soccer.  She lives in Palatine, Illinois with her husband, Dave and their two children.  She enjoys watching her kids’ many sports activities, traveling and playing golf.