The Stanford-Sequoia Collaborative for Leadership (SSCL) is a two-year professional leadership development program piloted by the Center to Support Excellence in Teaching (CSET) in 2021, which aims to build the capacity of a cross-district cohort of leading teachers, site leaders, and district leaders. As part of my 2022-2023 POLS Field Project which I spent with CSET, I spent six months analyzing how learning environments have been designed to support the growth and development of participants’ leadership identity and stance, to strengthen their ability to practice leadership, and to build a strong community of leaders within and across participating districts. The work involved reviewing the program as well as its impact on participants and their respective schools and districts through site observations, analyses of program data and interviews with program participants. This deposit is a portfolio of the work done, including an analysis of SSCL’s learning environments by drawing on the framework developed by Bransford et al. (1998), presentation summaries to CSET, and findings from qualitative analysis of interviews.