Paulo Freire was an important figure in adult education whose pedagogy has been used in music education. In this act of praxis (reflection and action upon the world in order to transform it), I share an autoethnography of my teaching of a university-level small ensemble jazz class. The purpose of this autoethnography was to examine my teaching praxis as I integrated Freirean pedagogy. There were two research questions. To what extent were the teachings of Paulo Freire applicable or useful for a university-level, improvisational, small ensemble class? How do students' confidence and ability at improvisation improve during the class? Data sources included teacher reflections, video-recordings of each class, and conversations on a Facebook page. In the Jazz Combo Lab, students who were unable to successfully navigate the competitive audition process were empowered to develop as jazz musicians and become critically reflective. A narrative of my own evolving praxis is shared around the themes "Freirean Pedagogy as Increased Conversation," "Empowering Students to Critique Their Worlds," "Pedagogical Missteps," and "A More Critical Praxis."