Identifying student success methods that work have been in development for some time, as they emerge from seasoned teachers and policymakers. However, it is often the case that their classroom success and continually developing ‘awareness, knowledge, skill, and disposition', their Student Success Literacy (SSL), is not shared to any great extent and, therefore, their great insights are not accessible to all. For this purpose, SSL is introduced as an entirely new term that makes visible the overall student success ecosystem and the specific language associated with it. The L.E.A.D. Program, unique in Ontario as a pre-emptive approach of professional training, looks to enhance any school boards' ability to support its educational staff. Great potential exists in coalescing how student success literate professionals in all contexts address the sociological issues of schooling in the 21st century to help create optimal educational environments for students.