The current article describes a collaborative professional development experience with student teaching supervisors. The participants were 98 preservice teachers and 16 early childhood supervisors from early childhood teacher education program at a large, public university in the southeastern United States. The findings reveal the strengths and weaknesses of the project. The findings offered some suggestions to improve the collaborative professional development. The authors conclude with the recommendation that university-based personnel must understand the complexity of school-based supervision and work to find ways to foster more collaborative and supportive relationships with supervisors.