This paper presents the results of a study designed to facilitate teacher candidates' shift from students of mathematics to teachers of mathematics. We develop a series of tasks each of which encourages candidates to reconsider rich tasks from increasingly teacher-centric points of view. The results show that using authentic high school student solutions, in particular Livescribe™ videos, provides a powerful experience in seeing solution paths they had not considered and in helping teacher candidates think about mathematics from someone else's point of view. [For the complete proceedings, see ED584443.]