Absenteeism poses a significant threat to student success; it disrupts academic progress. Despite numerous interventions, such as behavioral programs, mentorship, and disciplinary actions, the problem persists, highlighting the need for innovative solutions. This study examines the potential of digital interventions, particularly text messaging, to reduce absenteeism, based on surveys conducted with school personnel and parents/guardians in the northeastern United States. The first survey focused on stakeholders’ perceptions of technology in addressing absenteeism, while the second assessed parents’/guardians’ interest in real-time attendance notifications. Results from the surveys’ participants highlighted a unanimous acknowledgment of absenteeism as a problem and a strong parental commitment to managing attendance through technological means. Participants valued immediate attendance notifications and the information on attendance charts, underscoring the potential of leveraging technology to enhance parental engagement and reduce absenteeism. These findings highlight the complexity of addressing absenteeism and suggest a need for balanced approaches that combine technological solutions with inclusive strategies to foster student engagement and well-being.