Engagement Specialist

About Pennwood Cyber Charter School Pennwood Cyber Charter School is a Pennsylvania public cyber charter school serving students in grades K–12 through a flexible, student-centered online learning model. As a cyber charter school, Pennwood provides students and families across Pennsylvania with access to high-quality virtual instruction, individualized support, and innovative educational opportunities designed to promote academic success, engagement, and career readiness. Pennwood operates on a unique school calendar that includes a Connections Term (CTerm), which provides additional instructional opportunities, enrichment experiences, intervention support, and credit recovery programming for students. The school is committed to fostering strong relationships, meaningful student engagement, and a collaborative virtual school culture that supports the whole child. Pennwood staff members participate in a competitive benefits package, including health coverage and retirement contributions through a 403(b) plan. Position Summary and Responsibilities - Pennwood Cyber Charter School is seeking relationship-centered and student-focused Engagement Specialists to support student engagement, attendance, intervention systems, and family partnership initiatives for the 2026–2027 school year. - Working remotely, the Engagement Specialist serves as a key member of the school’s student support and MTSS framework by helping students remain connected, engaged, and supported academically, behaviorally, and socially in a virtual learning environment. - This role provides proactive outreach, engagement monitoring, intervention support, attendance recovery assistance, and re-engagement planning across grades K–12. - Engagement Specialists assigned to grades 6–12 maintain homeroom responsibilities and serve as relationship anchors for assigned student caseloads. - These staff members support ongoing student engagement monitoring, attendance awareness, MTSS participation, intervention follow-through, and individualized student support planning. - Engagement Specialists assigned to grades K–5 support elementary homeroom teachers and serve as lead intervention support staff for attendance recovery efforts, family outreach, engagement monitoring, and student support initiatives. - Because elementary Engagement Specialists do not maintain homeroom responsibilities, they may support larger intervention caseloads. - Each Engagement Specialist collaborates closely with teachers, counselors, coordinators, administrators, and student support teams to help identify barriers, strengthen family engagement, and support positive student outcomes. Essential Duties and Responsibilities - Build and maintain positive, supportive relationships with students and families - Monitor attendance, participation, lesson completion, engagement trends, and intervention indicators for assigned caseloads - Conduct proactive outreach and ongoing family communication to support student success - Support onboarding and transition processes for students and families entering the school community - Promote student engagement opportunities including clubs, events, school activities, and school culture initiatives - Participate in MTSS meetings, intervention discussions, and student support planning - Lead or support intervention follow-through and student re-engagement planning efforts - Assist with attendance recovery efforts and identification of engagement barriers - Collaborate with teachers, counselors, coordinators, administrators, and support teams regarding student needs and interventions - Maintain accurate documentation related to student engagement, outreach efforts, interventions, and follow-up actions - Support PBIS implementation efforts, school culture initiatives, and belonging-focused activities - Participate in schoolwide engagement events, intervention initiatives, and student support activities - Maintain confidentiality and professionalism while working with students and families - Perform all other duties as assigned Requirements - Education and Experience - Bachelor’s degree required - Experience working with students and families in educational settings preferred - Experience supporting student engagement, intervention systems, attendance initiatives, or MTSS processes preferred - Knowledge, Skills, and Abilities - Strong communication, relationship-building, and facilitation skills - Ability to build trust and rapport with students and families in a virtual environment - Ability to manage student caseloads, outreach responsibilities, and documentation systems effectively - Ability to analyze engagement indicators and support intervention planning - Strong organizational skills and attention to detail - Technological proficiency with Microsoft Office products and student information systems - Ability to work independently while collaborating effectively within a team environment - Ability to adapt to changing priorities and student needs in a fast-paced virtual setting - Ability to travel as needed for school events, training, or student support activities