As a diverse group of educationalists, we worry about the role of assessment in K-12 schools and current neoliberal education policies. In this paper, we aim to highlight some of the unintended or often overlooked consequences of these policies by taking an arts-based approach to our research. We interviewed various educational stakeholders about their past and present experiences with assessment, as well as their imagined futures. By creating poetic representations to present the results, we aim to shed a new light on the otherwise familiar contexts of assessment in the schools. Many are afraid of a future where neoliberal policies continue to determine the nature and role of assessment in schools, but want to believe that things will get better.