This spring, as schools grappled with sudden closures due to the COVID-19 pandemic, the phrase "building the plane as we fly it" was no exaggeration. Practically overnight, schools had to figure out an entirely different modality of instruction. And though the 2019-20 school year is finished, it is looking like new challenges are likely in the cards this fall, ranging from requirements to follow social distancing guidelines to rolling closures in response to localized COVID-19 outbreaks. As researchers of K-12 innovation, the last decade studying digital learning has taught that there is no one-size-fits-all blueprint, even in normal circumstances. The varied and unpredictable effects of the global pandemic on schools and families further underscore this reality. This article presents three strategies that can help plan for an uncertain future.