Randy Webster

Managing Director

Randy Webster is a group portfolio manager for CIBC Private Wealth in Chicago, with over 30 years of commercial banking and commercial real estate experience with large and small banks in Chicagoland. In this role, Randy oversees the workflows of the private banking team in Chicago.  

Prior to joining CIBC, Randy was a loan review manager at Crowe LLP, where he reviewed the loan portfolios of banks across the US. Previously, Randy was a commercial real estate relationship manager at PNC Bank, where he also had eight years of special asset experience. Randy has worked at several large banks besides PNC—including Wintrust and LaSalle Bank—often in a team lead capacity.

Randy received both his Bachelor of Science and Master of Business Administration degree in finance from Southern Illinois University-Carbondale.