Ann Flannery is one of two transition specialists who serve youth and families statewide through the Post-Secondary Transition Program of the Idaho Educational Services for the Deaf and the Blind. In this article she writes that too often her office was seeing graduates coming back to school after failing to find a path to success. They returned to campus--the Idaho School for the Deaf and the Blind (ISDB)--to touch base with a place and a people who knew them, to reassure themselves of their own abilities and their own worthiness, to express their frustration with a system that did not seem to need or want them. In 2000, the Idaho Educational Services for the Deaf and the Blind (IESDB) responded by creating the position of "transition specialist." What began as a single individual finding summer jobs for kids became the foundation for a 12-year journey of building guide-on-the-side supports for youth across the state of Idaho.