This article summarizes lessons and examples from a learning community of leaders from 78 large and medium school districts across the U.S. that has been meeting monthly throughout the pandemic, that other educators might apply to their work as they continue to navigate difficult and ambiguous times. The learning community members have identified three main learnings, each of which has its roots in what experts in the discipline of change management would advise (Spiro, 2018): (1) Keep what has worked in the past combined with what has worked well these last two years; (2) Pursue and celebrate early wins, both big and small; and (3) Communicate early and often.