This self-study narrative sought to highlight the researcher’s educative and professional experiences as a teacher with learning disabilities (LDs) and the strategies she used to help her get to where she is today. This study examined: (a) specific strategies a teacher with LDs used in order to be successful in her teaching; (b) how the strategies were implemented and how they changed throughout the teacher’s LD learning journey; and (c) effective coping mechanisms a teacher with LDs used to overcome her weaknesses. Data were gathered through an examination of artifacts that included archival medical and school documents, critical reflection, stories, and an interview with the researcher’s mother. Four themes emerged from the data analyses: “School Struggles,” “Challenges Within Education,” “Supporters,” and “Strategies Leading to Success.” This study has brought forth a new perspective to the literature by exploring the lived experiences of a teacher with a LD and the contribution of others in her journey.