Dean of Student Success and Culture

Job Description

Job DescriptionSalary: $65,000 - $75,000 per year

About Cristo Rey Network

The Cristo Rey Network of 41 high schools delivers a career focused, college preparatory education in the Catholic tradition for students with limited economic resources, uniquely integrating rigorous academic curricula with four years of professional work experience and support to and through college. Cristo Rey partners with educators, businesses and communities to enable students to fulfill their aspirations for a lifetime of success: students are two times more likely to complete a bachelor's degree by age 24, compared to the total U.S. low-income population.

Who We Are

Cristo Rey Orlando High School is located in Orlando, FL, and is part of the national Cristo Rey Network. The school opened its doors to its inaugural freshmen class in the fall of 2025. Like all Cristo Rey schools, it is a Catholic, college preparatory high school for students of all faiths from families of limited financial means. The school is co-educational and serves students of diverse backgrounds. We help our students grow intellectually, academically, emotionally, spiritually, socially, and morally. Our aspiration is that all our students graduate from high school and college and become the future leaders in our churches, institutions, businesses, nonprofits, and the community at large.

Cristo Rey Orlando will prepare students to excel in college, in career, and in character. Our college-prep curriculum, Corporate Work Study Program (CWSP), and faith-based education combine to give students a unique experience and an affordable option for high-quality education.

Who You Are

You are a mission-driven educational leader who is deeply committed to supporting the whole student, academically, socially, and emotionally. You believe every student can grow when given the right support, and you take a whatever it takes approach to student improvement by leveraging targeted interventions, proactive behavior supports, and responsive systems that remove barriers to success. You use data, relationships, and student voice to identify needs early and adjust supports in real time, ensuring students are challenged, supported, and held to high expectations. You lead through collaboration, knowing that student success is a shared responsibility. You work closely with teachers to strengthen instruction, align interventions, and build consistent classroom practices that support both learning and behavior. You foster a culture of trust, accountability, and continuous improvement, where educators feel supported and students feel known, valued, and capable. Guided by the mission of Cristo Rey Orlando, your leadership is rooted in service, partnership with the Principal, and an unwavering focus on helping every student thrive.

This Role
Cristo Rey Orlando High School is seeking a mission-driven Dean of Student Success
and Culture. The dean is a key member of the school leadership team and plays a
pivotal role in cultivating a positive, structured, and mission-driven school culture rooted in
the Cristo Rey values. This position provides leadership in student discipline, restorative
practices, teacher development, and student life programming, while ensuring that
students are supported academically, socially, and emotionally. Key Responsibilities:

Student Discipline and Restorative Practices

• Lead and oversee the schools discipline system, ensuring consistent, fair, and restorative
  approaches aligned with the Cristo Rey mission.
• Serve as the primary point of contact for student behavior incidents, ensuring timely
  investigation, documentation, and resolution.
• Promote proactive classroom culture through consistent expectations and positive
  reinforcement.
• Provide one-on-one mentoring for students with repeated behavior concerns, emphasizing
  reflection, goal setting, and accountability.
• Communicate with parents and guardians regarding behavior concerns, support plans, and
  progress.
• Maintain accurate and confidential discipline records within PowerSchool.

Academic Intervention and Student Success Support

• Work closely with the Success Team to regularly review student data and identify academic
  intervention needs across all grade levels.
• Support the coordination, planning, and implementation of academic
  interventions, including Tier 1 classroom supports and Tier 2 and Tier 3 targeted
  interventions, to ensure students receive the right level of assistance.
• Collaborate with teachers to help them think through the intervention process thoughtfully
  and strategically, including how to modify instruction, provide additional scaffolds, and
  monitor student progress.
• Assist in developing systems that track intervention effectiveness and ensure consistent
  follow-up so students remain on a clear path toward meeting academic expectations and
  graduation requirements.
• Serve as a partner to teachers, offering guidance, feedback, and problem-solving to
  strengthen their instructional practices in support of all learners.
• Establishing communication with families in support of their students academic success.

Teacher Training and Classroom Management

• Support and lead professional learning on classroom management, student engagement,
  and restorative practices.
• Observe classrooms and provide actionable coaching feedback to promote consistent
  behavioral expectations.
• Collaborate with the success team to ensure management strategies align with instructional
  goals.
• Support professional learning team ; teacher coaching.
• Support new teacher onboarding with training in schoolwide expectations and restorative
  approaches.
• Serve as a mentor for teachers needing additional behavioral or classroom support.

Testing Oversight and Coordination

• Support school wide testing processes in collaboration with the Assistant Principal and
  Success team to ensure efficient and accurate administration.
• Support logistics for assessments (NWEA MAP Growth, PSAT, AP exams, etc.), including
  scheduling, proctoring, and accommodations.
• Uphold test integrity and ensure compliance with all testing protocols.
• Analyze assessment data to identify trends in academic and behavioral outcomes that
  inform interventions and culture strategies.

Student Culture, Surveys, and Engagement

• Lead schoolwide culture initiatives that promote inclusion, leadership, and adherence to
  core values ; overall student character development.
• Administer and analyze student culture and climate surveys to inform programming and
  support.
• Partner with the counseling department and success team to ensure social-emotional and academic support align with student needs.
• Recognize and celebrate students for positive behavior, leadership, and achievement through recognition programs and events.

Events Coordination and Student Life

• Serve as the Student Events Coordinator, planning and executing schoolwide events such
  as assemblies, pep rallies, dances, and service initiatives.
• Collaborate with the Innovation Friday team and leadership to create enrichment experiences.
• Ensure all events promote student inclusion, leadership, and alignment with Cristo Reys mission.
• Manage event logistics, timelines, communication, and staff/volunteer coordination.

Data, Reporting, and Continuous Improvement

• Track and analyze student discipline, attendance, and engagement data using
  PowerSchool and other platforms.
• Prepare and present reports on student culture and discipline trends to the leadership team.
• Collaborate with the success team to ensure cross-departmental communication and
  consistent data tracking.

Collaboration and Leadership

• Collaborate closely with the success team to align academic and cultural systems.
• Participate in leadership meetings, professional development, and school planning
  sessions.
• Support daily supervision during arrival, lunch, transitions, and dismissal to maintain safety
  and order.
• Serve as a visible, approachable leader who models professionalism, compassion, and the
  Cristo Rey mission.

Professional Growth

• Maintain and expand knowledge in the Well-Managed Schools framework, restorative
  practices, and culturally responsive leadership.
• Lead professional development for staff in classroom management and school culture.
• Participate in Cristo Rey Network training and professional learning opportunities.
• Model continuous reflection and growth aligned with the schools mission and vision.
• Performs other duties and special projects as assigned by the Principal.

Required Qualifications

• Permanent Teacher Certification and Administrative Certification.
• Masters Degree in Educational Leadership, Counseling,Social Work, Education, or related
  field.
• Bachelors Degree in Psychology, Education, Counseling, or Social Work with extensive
  leadership and school culture experience or related field.
• At least 3-5 years of experience in educational leadership, Counseling, Behavioral
  Sciences,Human Development / Child and Adolescent Development, Student Affairs / Student
  Development, Behavioral Intervention or Special Education, or related field.
• Ability and willingness to work occasional early morning, evening, and weekend hours.
• Physical demands include being required to sit, stand, walk, talk, hear, and climb stairs.
• Ability to operate a computer and other office equipment.
• Occasionally required to lift and/or move up to 10 pounds.

Preferred Qualifications

• Demonstrated experience implementing restorative practices and behavior management
  systems.
• Strong organizational, communication, and interpersonal skills.
• Ability to build trusting relationships with students, families, and staff.
• Strong leadership, organizational, and communication skills, with a commitment to fostering
  a positive and inclusive school environment.
• Proficient in using educational technology and data analysis tools to support school
  operations and student achievement.
• Dedicated to supporting the school's mission and values, particularly in a faith-based
  educational setting.
• Proficiency in Spanish is preferred.
• Proficiency in QuickBooks, Microsoft Office, Google Suite.

How to Apply

If you have the requested background and a passion for the mission, we invite you to apply. Applications will be accepted until the successful candidate is found. This position will ideally start in July 2026.

Salary will be commensurate with education and experience. Comprehensive benefits are included in the overall compensation package. Salary range is $65,000 - $75,000 annually. Applicants should be prepared to provide references upon request.

To ensure full consideration, applicants should apply with the link provided at: https://cristoreyorlandohs.bamboohr.com/careers

Cristo Rey Orlando High School is an Equal Opportunity Employer and does not discriminate on the basis of race, sex, pregnancy, color, national or ethnic origin, age, religion, disability, genetic information, citizenship status, uniform service member status, or any other category protected by federal, state or local law in the administration of any of its educational programs and activities or with respect to employment, unless a particular status protected by federal, state, or local laws contradict the deeply held religious convictions of the School or the Church. Please note: Sponsorship for employment authorization is not available for this role.

This employer participates in E-Verify.