This research is an autoethnographic account of teaching and learning during outdoor education experiences in Physical Education Teacher Education (PETE). Through the process of writing as a method of inquiry, I use a framework of outdoor experiences that went wrong, to identify the symbiotic relationship between teaching and learning in outdoor contexts. By making some experiences visible, through autoethnographic portrayal, I wanted to make sense of risk and errors by focusing on the educational opportunities of the outdoor setting, and the teaching and learning that occurs but might otherwise remain hidden. Accessing teachers knowledge of teaching is crucial to enhancing student learning in meaningful ways. The narrative integrates theory related to learning, teaching, and teaching practice through outdoor education. Knowledge and perspectives from this inquiry aim to provide understandings of pedagogical reasoning, underpinning educational thinking, and vulnerability as a professional in outdoor education.