This study examined the correlation between the DIAL-3 scores of disadvantaged students from Head Start, students from other preschools, and students that did not attend a preschool. The study consisted of 110 students who were currently attending kindergarten at an elementary school in Rockland County. The instrument used for this study was the Developmental Indicators for the Assessment of Learning (3rd Edition) or the DIAL-3. The students were separated based on three groups: 48 students from Head Start (HS), 45 students from other schools (OS), and 17 students from no preschool (NS). The researcher created line graphs to compare the three groups in their total, motor, concepts, and language scores through systematic sampling. The data confirmed that the students from other schools achieved higher scores than the students from Head Start and the students with no preschool in all three areas. The results suggest that although Head Start students achieved higher scores than the students with no preschool. The study implies that administrators of Head Start need to implement new techniques to help students achieve higher raw scores on the DIAL-3. These techniques can range from longer class days to increase of technology in the classrooms. In the end, most students from Head Start are prepared for kindergarten; however, there is always room for improvement.