On November 13, the Colorado Children's Campaign and the Colorado Education Initiative cohosted a three-hour virtual event, convening almost 200 educators, district administrators, education advocates and policymakers to discuss the state of reopening schools during the COVID-19 pandemic. Across two virtual panels featuring system leaders from rural and urban/suburban contexts, panelists answered four questions: (1) What hard lesson have you learned in reopening?; (2) What's a proud accomplishment in reopening?; (3) What are the "elephants in the room" that we need to name?; and (4) What are bold ideas for the future of education? The goal of the event was to give panelists and attendees space to pause and reflect on COVID's impact on education, and to think about what might be possible in what remains of this school year, and in school years beyond, for young people who have experienced significant learning disruption. Several major themes, and many forward-looking policy ideas, emerged across all of these conversations and are summarized in this report. [This report was co-produced by Colorado Education Initiative (CEI).]