Director, Student Well-Being and Post-Secondary Success

Kamehameha Schools

About The Position

Kamehameha Schools Maui is seeking a strategic, student‑centered Director of Student Well‑Being and Postsecondary Success to lead K–12 efforts that advance academic excellence, student wellness, and successful transitions beyond high school. Grounded in the E Ola! Learner Outcomes and our commitment to developing ʻōiwi leaders who kuʻupau, this role provides cohesive K–12 oversight, aligns systems and supports, and strengthens data‑informed practices and staff development. With expertise in MTSS and student well‑being, the Director ensures that prevention, early intervention, and equitable access to supports contribute to student growth, persistence, and post-secondary success. As a trusted advisor to the Poʻo Kula and a member of the Campus Senior Leadership Team, the Director partners across divisions, supports Kumu, leads crisis response and safety protocols, and helps build a unified K–12 system focused on readiness for college, career, and life. We seek a collaborative, relationship‑driven leader who is passionate about student wellness, educational equity, and ensuring every haumāna is prepared for life beyond KS. Senior-level administrator that serves as a visionary leader who brings a student-centered approach and who demonstrates the ability to build and sustain a culture of collaboration in support of students and graduates. This position promotes strategies and programs designed to positively impact the student and family experience at a Kamehameha Schools campus. The Director, Student Well-Being and Post-Secondary Success provides leadership, strategic planning, oversight, and supervision and assumes responsibility over student safety and well-being including Multi-Tiered Systems of Support (MTSS), post-secondary success (enrollment and persistence), and compliance matters.

Requirements

Master's degree from an accredited college or university
Minimum of 5 years’ experience leading, facilitating, and/or consulting in K-12 school settings
Minimum of 7 years of directly related administration experience.
Exceptional interpersonal skills, a collaborative yet clear and decisive leadership style, high energy, and lively intelligence.
Detail oriented and highly organized leader with proactive and balanced problem solving skills.
Willing to make difficult decisions or providing direct and honest feedback in a positive and constructive manner.
Possess a contagious positive attitude and the ability to motivate others.
Team builder who inspires both staff and students.
Willing and available to work varied hours, including evening events and travel on a regular basis both within and out of state as required.
Hawaiian Cultural Commitment: Willingness to learn and exhibit a commitment to an improved, high-quality education system for Native Hawaiian learners. Must be able to understand and support the importance of revitalizing and promoting Hawaiian cultural vibrancy in achieving KS' mission and KS' commitment to Hawaiian cultural vibrancy among its leadership, staff and learners system-wide.
Appreciation for Native Hawaiian culture and language perpetuation
Leadership: Focus on establishing priorities to achieve early, meaningful and sustainable school improvement. Lead effective transformation of areas of oversight. Motivate and inspire others to create and sustain world class support services for our students in areas of assigned responsibility. Leads with flexibility, transparency, and the highest standards of integrity and confidentiality. Collaborative leadership style with superior communication and listening skills. Strategic and reflective thinker who uses inclusive approaches to decision making. Naturally outgoing leader able to adjust to various audiences and connect with multiple constituencies. Ability to maintain composure, tact, sensitivity and flexibility during peak periods and crisis intervention situations. High level of integrity to handle the highly confidential information regularly seen and discussed.
Management: History of excellence working in public and/or independent school education. Determine how best to track and assess progress and success. Apply strategies for communicating one's vision to the multiple stakeholders in the school and community. Deliver high quality products, projects, programs and services that are cost-effective, on budget and on time.

Nice To Haves

Doctorate degree from an accredited college or university
School Administration Certification or License.
Previous work with diverse learners and communities.
Experience in K-12 educational systems
Leadership of robust systems of student support (MTSS, SEL, etc.)
Successful implementation of college and career programming
Experience working in Native Hawaiian communities, within local or state or independent education entities, and other Hawaiian agencies and organizations.
Strong computer skills in word processing and spreadsheet applications; familiarity with student information management systems.
Familiarity with needs and resources for schools and communities.
Knowledge of KS mission, strategic plan, policies and procedures.
Knowledge of and sensitivity to Hawaiian culture and Christian values.

Responsibilities

Provide cross-divisional vision and leadership to all staff who support wellness at the school, including nurses, learning specialists, teachers of health, behavioral health specialists, psychologists and counselors/deans.
Leads, implements, and administers evidence-based practices within a Multi-Tiered Systems of Support (MTSS) framework and initiatives across all divisions, building a sustainable program that centers on student wellness and prepares them for college, career and life.
Ensures the successful implementation of social and emotional (SEL) curriculum that is implemented K-12 .
Monitor and ensure evidence-based practices support the student’s educational, social, emotional, spiritual, and behavioral needs across K-12, prioritizing wellness for all students, educators, and providers.
Utilize data to drive informed decisions that ensure equitable implementation and outcomes.
Keeps teachers, staff, students, and families informed of resources and best practices, positioning the school as a leader and resource in the national independent school world.
Ensure school and Mālama Ola Behavioral Health Specialists are visible and accessible, providing mental health training, consultation, as well as partnering with community mental health providers enhancing mental health literacy across settings.
Prioritize a tiered approach to prevention by establishing practices with partners and staff, ensuring targeted support for at-risk students, and work collaboratively with staff to create individualized intervention plans for students with specific needs to improve their overall health and/or well-being.
Develop crisis response plans for students in crisis and lead the campus Threat Assessment Team, facilitating collaboration among all stakeholders.
Develop training and coaching plans to increase the number of teachers and staff with social, emotional behavior and traumatic expertise to ensure everyone understands their role within an interconnected well-being system.
Develop and implement strategies to support student populations at higher risk, while assessing staff resources and needs, and using data to refocus staff and inform professional development.
Promote engagement with teachers, students, deans/counselors, and their families to provide them a voice in the care of their child.
Leads the development and implementation of strategic plans that utilize technology to ensure on-time graduation, retention, and diploma progression within the student body.
Utilize NWEA MAP and SAT Suite of Assessments to predict student performance, measure progress against benchmarks, and advise and collaborate with the Poʻo Kula and school leaders on organizational issues, student achievement, and accountability measures.
Provide stakeholders with valuable data to inform instructional practices and promote student achievement, while planning and delivering training for staff on data use, accommodations, and universal screening testing procedures.
Collaborates to ensure courses are meeting the diverse needs of students, are aligned to E Ola! and HCBE, and provides the necessary rigor to ensure student success.
Together with the Poʻo Kula, set a strategic vision with goals and lead a high-quality program that cultivates a college and career culture, partnering with various stakeholders and families to provide tools and resources that support post-secondary readiness and success.
Collaborate with school leadership, division staff, college and career staff, and transition specialists to develop, implement, and scale tools and strategies that measurably increase and improve post-secondary readiness and completion rates.
Foster strong partnerships with school leaders and resources to address college access and success, including data tracking, reporting, program assessment, and communications.
Design, implement, and continuously improve school and system-wide solutions to increase student participation in work-based learning, internship opportunities and enhance students' understanding of higher education.
Stay current with emerging research, policy innovations, and legislation in higher education, post-secondary institutions, and workforce, while innovating and responding creatively to evolving needs by identifying existing solutions and developing new ones as necessary
Lead the team in integrating and adapting program content and embed post-secondary readiness and persistence preparation into school programming, while monitoring students' progress to ensure they stay on track, graduate, or maintain upward mobility in their chosen post-secondary path.
Integrate the National Association of College Admissions Counselors and American School Counselors Association standards into the work of the college counseling teams.
Develop and test evidence-based approaches to increase post-secondary completion, access, and affordability, while designing and improving school-wide solutions to increase student participation in work-based learning and internship opportunities.
Campus Leadership team member and trusted advisor to the Poʻo Kula on all school policies, procedures, and programs overseeing Student safety and well-being including Multi-Tiered Systems of Support (MTSS) and post-secondary success.
Uses program assessment data to drive enhancements or changes to each division's direction to meet whole-school objectives and targets.
Supervises and oversees the goal-setting work and may set campus or unit division goals.
Aligns programs with each initiative's goals and objectives and the organization's mission and values.
Manages and leads the implementation, integration and evaluation of enterprise initiatives affecting areas of oversight to improve program effectiveness, strategic goal achievement, and program improvement and alignment.
Communicates and reports responsibly and consistently to senior leadership, direct reports, and other stakeholders/constituents.
Works with the Poʻo Kula to direct the effective implementation and management of strategic goals, projects, activities, and initiatives.
Assumes responsibility for and works collaboratively with Legal, Compliance and Human Resources as needed relating to compliance, including Ethics Point, Hi'ikua Helpline and other related matters.
Assists in all Ethics Point and Hi'ikua helpline reports, must be available (on call 24/7 as necessary) to provide assistance in investigative needs that require immediate attention. This involves meeting, accompanying or escorting various internal and/or external personnel during the investigative process (i.e. KS or External Legal/Compliance, Campus Security, Police, KS or External HR Consultants, etc).
Leads the implementation and monitoring of the See Something, Say Something program for the campus.
Facilitates the campus Threat Assessment Team and appropriate response, notification, and reporting of threats to campus, safety and security, enterprise student safety and well-being, and community partners.
Ensures the closing of all complaints and/or investigations, including serving as part of the resolution team, where appropriate.
Provides leadership and oversight for key student support and career readiness functions.
Responsible for ensuring coherent, focused professional development to develop leadership capacity and capability of these leaders and their teams.
Develops and implements programs that increase awareness around MTSS and Student Safety, academic programming and access, and post-secondary success, K-12.