This article summarizes the evaluation of the Lewis & Clark Rediscovery Project, a technology professional development program designed to help teachers restructure teaching and learning practices in the classroom, and to foster technology use in the schools. The program immersed 51 lead participant K–12 teachers in eight states along the Lewis and Clark Trail in activities designed to increase technology efficacy and facilitate the infusion of inquiry-based learning projects into their classrooms. Findings indicated that participants identified the contribution of online mentoring strategies as among the most important aspects of the experience. Having a mentor or colleague who was always there for them and forthcoming with friendly critiques, advice, and help—both technical and pedagogical—appears to have been the key to their success.