Jason Gross

Jason Gross joined TruStage in 2024 as Chief Strategy Officer. He is responsible for leading enterprise strategy development and delivering credit union, competitive, and consumer insights through the Strategy and Insights department he leads.

Prior to joining TruStage, Jason held positions at ManchesterStory, an early-stage FinTech and InsurTech venture capital firm, and at insurance carriers EMC Insurance, Nationwide, and Principal Financial Group. His roles ranged from leading corporate strategy, innovation, ventures, and business transformation functions as well as chief of staff positions to senior executives. Prior to his work in insurance and financial services, Jason also spent 10 years working in the political and public policy arena including service as the Assistant Chief Clerk of the Iowa House of Representatives and Executive Director of Iowa’s National Commission on Volunteerism and Community Service.

He is a frequent speaker at industry events on innovation, leadership development, and organizational transformation. His leadership in insurance innovation has been recognized with the “InnovationIowa” Innovation Leader award, two NAMIC Innovation Best-in-Class awards and the Plug-and-Play Corporate Innovation award.

Jason graduated from the University of Iowa with a degree in economics. Outside of work, he is an active member of industry and community organizations including the Global Insurance Symposium (former Chair), the Global Insurance Accelerator (former Vice Chair), the Iowa Association of Business & Industry (former Board member and Foundation Vice Chair), the Des Moines Art Center (currently President of the Board of Trustees) and Central Iowa Shelter & Service (former Board Chair).