Engaging in this prolonged internship allowed me to utilize fourteen weeks’ worth of lived experience to draw connections and examine the values and philosophical presuppositions that underly specific teaching practices. My thesis will be exploring why I teach, which I believe influences how someone teaches. Throughout both my teaching experience and philosophical reflections I have been pushed to ask myself: What’s my why? What does that accomplish? How do I allow myself, students, and educators to find freedom in philosophy and to embrace learning as a form of liberation? These are the questions that my thesis is centered around, and these are the questions that I hope my readers will embrace and continuously explore. The answer will be different for each person and may shift and change throughout one’s lifetime. However, my goal is to get people to think deeply and critically about their reasonings, about their philosophical presuppositions, that underly their teaching practices.