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Orientation Specialist

Job in Orlando, Orange County, Florida, 32885, USA
Listing for: Second Mile Education
Full Time position
Listed on 2026-06-26
Job specializations:
  • Education / Teaching
    Education Administration, Youth Development, Bilingual
Salary/Wage Range or Industry Benchmark: 40000 - 60000 USD Yearly USD 40000.00 60000.00 YEAR
Job Description & How to Apply Below

Job Description

The Orientation Specialist is responsible for leading the onboarding experience for new students and families across a designated cluster of schools, ensuring a smooth, engaging, and consistent transition into the school community. This role facilitates orientation sessions, monitors early student engagement, and provides proactive outreach and intervention during the critical first 9 weeks of enrollment.

Working across multiple schools, the Orientation Specialist uses data to identify trends, support retention efforts, and collaborate with school teams to improve onboarding effectiveness and student success.

Primary Responsibilities
  • Facilitate all student and family orientation sessions (virtual and regional) across a designated cluster of schools.
  • Ensure a consistent, high-quality onboarding experience aligned with school expectations, policies, and procedures.
  • Assist in the development and organization of student binders to support academic success and program compliance.
  • Monitor attendance and engagement for new student cohorts during the first 9 weeks across all assigned schools.
  • Track onboarding milestones and identify students at risk of disengagement early in the enrollment period.
  • Conduct outreach to students and families to address barriers and support successful school integration.
  • Implement early intervention strategies to improve student engagement and retention across the cluster.
  • Collaborate with school staff to align onboarding processes and ensure consistent student support across all sites.
  • Maintain accurate records of student participation, outreach efforts, and interventions.
  • Analyze onboarding and retention data to identify trends, gaps, and opportunities across schools.
  • Develop and deliver regular reports on onboarding effectiveness and retention outcomes for each school and the overall cluster.
  • Provide actionable recommendations to improve orientation processes and early retention strategies.
  • Support continuous improvement of orientation materials, systems, and delivery methods across the cluster.
  • Perform other duties as assigned by the supervisor.
Job Requirements
  • Bachelor’s degree in Education, Communications, Student Services, or related field preferred.
  • 1–3 years of experience in student services, onboarding, education, or a related role.
  • Experience supporting multiple sites or schools (preferred).
  • Strong presentation and facilitation skills, with the ability to engage diverse audiences.
  • Excellent communication and interpersonal skills; bilingual (English/Spanish) preferred.
  • Strong organizational and time management skills with the ability to manage multiple schools and cohorts.
  • Ability to analyze data and identify trends related to student engagement and retention.
  • Proficiency in Microsoft Office and student information systems (e.g., Power School, STARS, or similar).
  • Ability to build relationships with students, families, and school staff across multiple locations.
  • Flexible and adaptable, with the ability to support both virtual and in-person events.
  • Valid state driver’s license.
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