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Teacher stress and burnout during COVID-19 is becoming more understood as we know more about teachers' experiences during the COVID-19 Pandemic . However, during these challenging times, many teachers have also demonstrated great resilience and found effective ways to manage their well-being. To explore teacher well-being during COVID-19, this study used a longitudinal qualitative design that employed recurrent cross-sectional analysis. Researchers investigated 25 teacher’s well-being during COVID-19 at two time points (June 2020 and March 2021). Both barriers and facilitators of well-being at the individual and contextual levels are discussed.