Parental involvement and student self-regulation are widely recognized as critical factors influencing academic success. However, quantitative research examining the relationship between these two variables remains limited. This study investigated the association between parental involvement and students' self-regulation skills, as well as barriers to parental engagement in education. A survey was conducted with caregivers of 119 students from a metropolitan school in Monterrey, Mexico, assessing levels of parental involvement and identifying potential obstacles. Concurrently, teachers completed a rubric evaluating students' self-regulation abilities. Results revealed that time constraints were the primary barrier to parental involvement, with few caregivers reporting school-related obstacles. Statistical analysis demonstrated significant, though moderate to low, correlations between parental involvement and student self-regulation. These findings underscore the importance of parental engagement in fostering students' self-regulatory skills and highlight the need for strategies to overcome time-related barriers to involvement.