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Orange SouthWest SU Superintendent Search

The Orange Southwest School District (OSSD) is seeking a visionary, resourceful, community-minded leader to serve as its next Superintendent. The next Superintendent will be someone with the ability to engage all stakeholders around a common vision that promotes high levels of academic, social, and emotional growth in an educational environment that values opportunity and access for each student. The successful candidate will be a team player, with demonstrated skills in relationship building and problem solving. The position begins on July 1, 2024.

OSSD serves approximately 900 students preK-12 from Braintree, Brookfield and Randolph. The District’s schools include three K-6 elementary schools, one in each of the communities. Randolph Union Middle High School serves all district students from grades seven through twelve; and the Randolph Technical Career Center provides technical education services for juniors and seniors from communities throughout central Vermont. The OSSD Board uses a policy governance approach to educational governance and the Board is composed of eight representatives.

The OSSD communities are situated in central Vermont. This beautiful area offers a rural lifestyle while also providing easy interstate access to Montpelier, Burlington, and New Hampshire. The area is characterized by its scenic back roads, outdoor recreational activities, and working farms and forests. Braintree, Brookfield, and Randolph are hosts to lively arts communities and a robust local food culture.

The successful candidate must possess:
Successful relevant experience in educational leadership
Excellent communication and human relation skills
Excellent community engagement skills
Leadership skills that promote continuous improvement
Knowledge of and commitment to practices that are inclusive and honor all learners
Consensus, collaboration, and capacity building skills
Open and flexible mind-set
Certification or eligibility for Vermont Superintendent license

Interested applicants should apply online through - submit a letter of interest, resume, 3 current letters of recommendation, copies of transcripts and proof of licensure. Only complete applications will be considered.

Salary Range: $140,000 to $155,000.

Resumé reviews will begin on February 1, 2024 and will continue until
the position is filled. All inquiries should be directed to Jackie Wilson, VSBA Search Consultant at

To apply please visit and select job #4510139

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