This article features a dialogue between a student teacher (Eric) and his university supervisor (Jill). It was written shortly after Eric finished his Master of Arts in Teaching (MAT) program, which was an opportune time for both of them because they were able to reflect on the year and what they had learned from each other without the influences of grades and teaching responsibilities. The dialogue format is used to narrate Eric's experiences as he tried to integrate technology into his student teaching and to convey what Jill learned about mentoring pre-service teachers who are interested in technology.