Teachers' support of students, and the lasting effects of that support, is one of the most powerful factors in shaping a country's future. Their work is as complex and challenging as it is critical. Each student brings a wide range of ever-evolving needs and strengths. Each school and district has an ever-shifting landscape of priorities, pressures, resources, and reforms. In this report, three of the Education Development Center's (EDC's) professional learning designers and experts--Jessica Juliuson, Nevin Katz, and John Parris--discuss key considerations in supporting teachers. Each expert brings a unique perspective and set of lessons learned. Yet the core elements of the approach are evident in the writing of all three, as is EDC's deep commitment to supporting educators and appreciation for their important work. Jessica Juliuson shares her insights from EDC's work to help teachers integrate rigorous academic and career education to ensure college and career success. Nevin Katz reflects on the powerful role that facilitated online courses can play in helping teachers acquire new instructional strategies and teaching tools. John Parris explores why it is crucial for educational software designers to expand how they think about usability in order to develop better tools and supports for teachers.