The purpose of this photovoice study was to better understand how the recent COVID-19 global health pandemic has professionally and emotionally impacted current school leadership. Educators faced varied challenges during this unprecedented time with a rapid shift from in-class to online or hybrid learning and often back and forth between both. The findings identified three overarching themes as major challenges faced by school leaders and professional school counselors during this pandemic: problem solving, emotional brutality, and exhaustion. The findings inform education stakeholders and policymakers about the experiences of educators in times of crisis, specifically during the recent global health pandemic. Implications for the practice led to the need for educators to identify their own opportunities and challenges to further adapt to these new expectations amid a disruptive time that has become the "new norm." Educators are charged with reshaping education by providing the necessary resources to ensure effective teaching and learning (academic factors) and physical and emotional well-being (non-academic factors). Adapting to this new norm requires sound leadership support systems to be in place. Further research is encouraged to engage in additional interviews and focus groups, including photovoice methodology to continue examining the experiences of educators currently charged with keeping both academic and non-academic factors initiatives accountable during challenging times.