This article follows Mary Hebron's journey alongside Patricia F. Carini for more than 30 years. The journey begins with the author's first visit to the Prospect School and Center in North Bennington, Vermont, and continues across her work alongside Pat Carini in the Mamaroneck School District and in the Art of Teaching Graduate Program at Sarah Lawrence College. The impact of Carini's philosophy, and the Prospect Descriptive Processes she developed, is the ground on which the article is founded. The ways in which teachers, parents, student teachers, and, of course, children benefited are described.