Dean of Student Retention and Engagement

Connections Academy

Dean of Student Retention and Engagement responsible for student success in virtual learning at Missouri Connections Academy. Focused on improving attendance and engagement strategies for K–12 students.

Posted 7/8/2026full-timeRemote • Montana • 🇺🇸 United StatesEntry LevelWebsite

About the role

Key responsibilities & impact

Uphold and model the mission, vision, and values of Missouri Connections Academy.
Support student persistence, engagement, and overall success by meeting annual school goals and accountability requirements.
Develop and implement strategies to improve student attendance, engagement, and retention across grade levels.
Proactively identify students at risk of disengagement or withdrawal and coordinate timely, student-centered interventions.
Collaborate with school leadership, instructional staff, counselors, and support teams to align retention and engagement efforts.
Build and maintain strong relationships with students and families to promote consistent participation and enrollment continuity.
Provide high-quality communication and customer support to families and colleagues.
Use data to monitor attendance, engagement, and retention trends and inform decision-making and continuous improvement.
Support schoolwide initiatives, professional development, and collaborative practices.
Contribute to a positive, inclusive, student-centered school culture in a virtual environment.
Ensure compliance with applicable state and federal requirements related to attendance, enrollment, and student engagement.
Participate in state testing administration and ensure adherence to applicable guidelines.
Develop and monitor systems to track data related to late-enrolled students, including enrollment timing, engagement patterns, attendance trends, course pacing, and persistence outcomes.
Analyze late-enrollment data to identify barriers to success and drive strategies.
Design and implement differentiated onboarding processes for late-enrolled students that support both the student and family, ensuring clarity, connection, and early academic momentum.
Create structured transition plans for students enrolling mid-semester to reduce instructional gaps and accelerate engagement.
Partner with teachers, counselors, and support staff to provide coordinated wraparound support for newly enrolled students.
Use innovative and creative engagement strategies to build meaningful connections with families and increase sustained participation in a virtual environment.
Perform other duties as assigned.

Requirements

What you’ll need

Valid Missouri administrative, educational leadership, or applicable professional license (as appropriate to the role).
Residency in Missouri.
Minimum of 5+ years of experience in K–12 education, student services, school leadership, or a related field.
Bachelor’s or Master’s degree in Education, Educational Leadership, Counseling, or a related field from an accredited institution.
Experience with virtual or blended learning environments preferred.
Ability to work effectively and manage responsibilities in a remote/virtual environment.
Ability to travel in-state as needed.
Must be able to use personal electronic devices for two-step authentication and school communications.
Technological proficiency with Microsoft Office and Google Suite.

Benefits

Comp & perks

Benefits available to eligible employees can be seen at https://www.connectionsacademy.com/careers/benefits
Create an inclusive environment that welcomes and values the diversity of the people we serve.
Strive for fairness, equity, and inclusion to create a workplace environment where everyone is treated with respect and dignity.
Accredited by the North Central Association Commission on Accreditation and School Improvement (NCA CASI).
Also accredited by the Northwest Accreditation Commission (NWAC).
Southern Association of Colleges & Schools Council on Accreditation and School Improvement (SACS CASI) accreditation.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Data MonitoringStudent-Centered InterventionsAttendance TrackingOnboarding Process DesignTransition Planning

Soft Skills

Relationship BuildingCommunication SkillsCollaborationCustomer Support

Certifications

Missouri Administrative LicenseEducational Leadership License