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This paper examines how five secondary teachers reimagined classrooms to support young people in reimagining the world across the two Trump presidencies. We engage in a secondary analysis, bringing together three projects grounded in examining youth identities, equity, and the design of educational learning spaces, to examine the ways five secondary teachers redesigned their classrooms between 2016 to 2025. Each project is an exploration of the ways educators can create space for youth to take action and build identities as agents of change. Collectively, this corpus of data offers space to analyze the ways youth and educators across both formal and informal learning environments are engaging together to “unforget histories” and to reimagine what is possible for their futures.