With homelessness existing in the complex web of poverty that persists in the living environments that stretch across this nation, it has become incredibly important to understand the intricacies that navigate and perpetuate this in our society. With homelessness being an individual experience of struggle and survival, the current dialogue does not reflect such. The current dialogue communicates homelessness as a shared hardship, a result of similar decisions. Such dialogue has shown to be malevolent and accusatory, as it makes no room to portray the individual experience, and the actual cause and perpetuation of such a living situation. Attached to the concept of homelessness are specific stereotypes, generalizations, and negative assumptions, which go into creating the grounds for biases and stigma that revolve around the image of homelessness. To gauge the current dialogue that exists around homelessness and how this dialogue is internalized, one-on-one interviews were conducted. These interviews produced narratives that were pieced together to present a more inclusive, understanding, and holistic dialogue around the concept and human experience of homelessness, and poverty altogether. These narratives reveal the flaws and social injustices that are posed by the current dialogue, and further provide the necessary pieces to improve such conversations. In transforming the current dialogue, the human experience of homelessness can be greater understood and, therefore, redefine the vitality of a shared humanity.