The Campus for Human Development in Nashville provides services to the homeless by merging three previous organizations. It aims to improve services for the homeless as well as the system for delivering those services. The homeless population in Nashville is estimated between 2,500-3,000 people and social services assist around 11,000 experiencing homelessness each year. Education is key to successful reintegration into society by building skills for employment. The author proposes assessment tools to improve interpersonal skills for participants, many of whom struggle with illiteracy, criminal histories, or other hardships. WYNN literacy software is highlighted as an important tool to address illiteracy barriers.