In the fall of 2018, Sperling Center for Research & Innovation (SCRI) and Kamehameha Schools (KS) launched a collaborative partnership to support the capacity building and continuous improvement of local youth-serving organizations in Hawaii. Through strategic coaching, SCRI has supported four overlapping cohorts of programs (17 total) to set and achieve goals for their organization and strengthen the connection between KS community partners/intermediaries and the education and workforce systems they aspire to influence. After years of coaching, participating organizations report being more focused, sustainable, and effective.