This report outlines the evolving experiences and key insights from nine of the 19 states implementing projects supported by $204 million from the U.S. Department of Labor’s (USDOL) Unemployment Insurance (UI) Information Technology (IT) Modernization Grants. The findings reflect the grantees’ learnings since receiving project approval and launching their five-year modernization efforts, providing a snapshot of both the successes and ongoing challenges faced during implementation.