Jim Grassman, CIO of Homes for Heroes, is a technology executive focused on aligning business strategy with practical, scalable solutions.
At Homes for Heroes, Jim leads technology strategy that supports mission-driven growth and operational performance. He focuses on building systems that are reliable, efficient, and easy for teams to use.
Jim has more than 25 years of experience across healthcare, enterprise technology, media, and professional services. He has led large teams in complex organizations and delivered projects that improve performance and support growth.
Earlier in his career, Jim held senior leadership roles at Optum and UnitedHealth Group. He led initiatives across contact center platforms, cloud migrations, and incident management to improve system stability and user experience.
On Go Beyond the Connection, Jim shares insight into simplifying technology and strengthening reliability. He explains how strong alignment between business and IT helps organizations operate more effectively.
Jim Grassman, CIO at Homes for Heroes, discusses how simplifying your technology stack — rather than expanding it — creates the conditions for sustainable growth. He covers the 80/20 procurement rule, wireless-first infrastructure, and what genuine vendor partnership requires for a fully virtual workforce.
