In 2007, Castillo and her department were involved in a high-profile dispute with a computer-based testing vendor that left school districts statewide scrambling to meet federal No Child Left Behind (NCLB) requirements. Castillo and Deputy Superintendent Ed Dennis blamed the vendor, Pennsylvania-based Vantage Learning, for the situation. State officials filed a lawsuit on behalf of the Oregon Department of Education, claiming Vantage Learning was in breach of contract. In November 2008, however, an Oregon jury ruled against the state and awarded Vantage Learning more than $3.5 million.