As a Middle School Mathematics teacher, Tyson Waterman’s classes have been largely dependent upon the more traditional paper and pencil options to study and consolidate mathematical understandings. However, through the use of a Keynote scaffold, Tyson challenged his students to take mathematical concepts into authentic learning situations by challenging the students to go mobile with their devices to find angles in their environment. The students worked collaboratively to identify different shapes and angles and to audio and photo record and use the Apple Pencil functionality to annotate their images. The task was open-ended enough to allow students to extend their understandings.