Scholars emphasize how exercising the ability to critically evaluate both sides of an issue can reveal false dichotomies and promote an awareness of common ground among differing perspectives (Journell, 2019; Noddings & Brooks, 2017; Zimmerman & Robertson, 2017). As an art education professor in higher education and former elementary art teacher in public schools, Rebecca Shippe does not have to determine how K-12 learning will look in the fall of 2020. However, she has internally debated this significant dilemma as new research and policy updates continually impact her opinion of what is best for communities as a whole. This story presents both pictures and words to document her internal dialogue while considering the advantages of both face-to-face (F2F) and online learning in public schools during the COVID-19 pandemic.