Jim Kloss

Jim Kloss is an experienced professional in workplace solutions and benefits platform management, currently serving as Vice President and Workplace Solutions Sales Director at Wintrust Financial Corporation since March 2024. Previously, Kloss held the position of Director of Client Partnerships at First Dollar, where responsibilities included overseeing client partnerships and ensuring their success. Prior roles include Director of Health Plan Engagement and Business Development and Director of Vendor Management at BenefitWallet, as well as Senior Manager of Consumerism Product Development at Health Care Service Corporation. Kloss has also managed large HSA clients at BenefitWallet and worked as an Account Manager at Hewitt Associates. Educational qualifications include a Bachelor of Science in Business Administration from Illinois State University and additional studies at the University of the West of England.