Sherry Jessen is a recognized industry leader in system selection and contract negotiation, with more than 29 years of financial services experience as a technology consultant and former Chief Information Officer. She is known for her deep industry knowledge, strong work ethic, and strategic vision, consistently guiding organizations through complex, high-stakes technology decisions with clarity and confidence.
She has a proven track record of advising hundreds of clients, delivering measurable value by aligning technology solutions with business objectives, uncovering opportunities for growth, identifying operational efficiencies, and securing favorable financial outcomes. Her expertise includes evaluating complex environments, leading disciplined selection processes, and negotiating contracts that optimize cost, performance, and long-term value.
Sherry is widely respected for her dedication to client success and her ability to foster strong, long-term relationships. She has led and grown technology practices, helping both clients and teams achieve lasting results. Her collaborative approach and clear, engaging communication style allow her to influence stakeholders at all levels while consistently prioritizing client needs.
Sherry studied Business Administration at St. Ambrose University. She has been a frequent speaker at industry conferences and user groups, has served as an instructor for the ICBA Community Bank Institute, and has authored industry-related articles. Outside of work, she enjoys country living and spending time with her family, especially supporting and watching her children in their many activities. She is passionate about staying active, regularly going to the gym, coaching, and volunteering within her church and community.