Michael Shay Wins 2025 ChicagoCIO ORBIE Award

Congratulations to Illinois Tollway Chief Information Officer Michael Shay for winning a 2025 ChicagoCIO ORBIE Award in the nonprofit/public sector category!
The ORBIE Awards recognize chief information officers who demonstrate outstanding leadership excellence, drive innovation and create measurable business value through technology.
“Michael’s visionary leadership has been transformative for the Illinois Tollway,” said Illinois Tollway Executive Director Cassaundra Rouse. “This award is a testament not only to his technical expertise, but to his ability to lead a diverse, collaborative team that consistently delivers innovation and value for our customers.”
Since joining the Illinois Tollway in 2022, Shay has led the agency’s IT and Business Systems departments through a period of growth and modernization. He oversees the agency’s technology strategy serving millions of daily customers and leads a team of more than 130 professionals committed to innovation, cybersecurity and exceptional public service.
Under his leadership, the Tollway has modernized its toll collection systems, enhanced customer engagement platforms and implemented digital tools that enable data-driven decision-making across the organization.
Shay received the award at the ChicagoCIO ORBIE Awards ceremony in Chicago on May 16, where nearly three dozen finalists were honored in seven award categories.
Congratulations to Mike Shay on this well-deserved recognition!