The “Maslow before Bloom” idea of supporting mental health before learning can take place has become a recurring theme and mantra of the school counseling profession. This is especially true since the pandemic began. Subsequently, wellness has proven to be another buzzword as we work to address the increasing mental health and social/emotional needs of students and school staff. Comfort zones and emotional safety lie in the “esteem” area of Maslow’s framework. In this area, it is thought that we, as human beings, need respect, self- esteem, recognition, freedom, status and strength to feel fulfilled. Remaining stagnant in this area of fulfillment can inhibit individuals from achieving our optimal potential. When one feels safe and valued, they are often hesitant to take on new challenges and risks. In this space, we see both students and educators sacrificing opportunity for security. How much one is willing to stretch that comfort zone also depends on one’s confidence in their surroundings. In order to feel comfortable stretching comfort zones, the presence of an environment in which one can make mistakes and learn from them, without sacrificing dignity, is imperative.