The Education Foundation of Sarasota County received grants from five organizations to support a second year of PLANit Sarasota’s initiative that addresses stop-outs (students who attended college but did not attain their degree and are no longer enrolled), and summer-melts (students who graduated high school and were accepted into college but never enrolled). PLANit Sarasota provides free coaching for Sarasota and Manatee students who just graduated high school wishing to pursue a postsecondary education. A completion coach is in place to reengage adult students with some college experience but no credentials and offer support with applications, college credit transfers, and financial aid. For students facing a roadblock in the journey to a college degree or high-value certification, the project helps them reach their goal. This project began with partner State College of Florida (SCF) as the primary higher education institution during its successful first year. Through generous contributions from Bank of America, Charles & Margery Barancik Foundation, Community Foundation of Sarasota County, the James M. Maestranzi Charitable Fund at Gulf Coast Community Foundation, and Scheidel Foundation, the Education Foundation of Sarasota County and PLANit Sarasota will continue to serve students who are experiencing financial hardships, personal struggles, or difficulties navigating through the application paperwork and requirements for higher education. The Education Foundation is grateful to all five of its supporters for their contributions to this initiative and for their long-standing support for students, especially underserved students, to move forward and be better equipped to thrive.