Randomized experiments are a strong design for establishing impact evidence because the random assignment mechanism theoretically allows confidence in attributing group differences to the intervention. Growth of randomized experiments within educational studies has been widely documented. However, randomized experiments within education have received criticism for implementation challenges and for ignoring context. Additionally, limited guidance exists for programs that are tasked with both implementation and evaluation within the same funding period. This study draws on a research team's experiences and examines opportunities and challenges in conducting a multisite randomized evaluation of an internship program for teacher candidates. We discuss how problems were collaboratively addressed and adjusted to align with local realities and demonstrate how the research team, in consultation with local stakeholders, addressed methodological and program implementation problems in the field. Recommendations for future research are provided.