This paper discusses the impact of a series of professional development workshops for peer leaders to enhance the student learning experience at an Australian enabling education institution over the period of three years (2019–2021). It reports the impact of these workshops on peer leaders’ professional development and, more importantly, on enhancing the learning experience of students participating in Peer Assisted Study Sessions (PASS). The paper also highlights the effect of this initiative on curricular and teaching practices. The insights for this report are drawn from a wide range of data including student and peer leader surveys, reflections, and teacher commentaries. Via the use of NVivo, qualitative data was coded and organised into themes while quantitative data was used as a reference for the discussion of the identified themes. The findings directly support the recommendation that sufficient and contextualised professional development training be provided to promote peer leaders’ impacts on student learning experience and to provide an important source of reference for curricular and teaching practices.