Assistant Superintendent
RSU #57
86 West Road, Waterboro, ME 04087

APPLICATION DEADLINE: Open until a suitable candidate is found. Only fully completed applications will be considered.

Job Description



The Assistant Superintendent oversees the day-to-day operations of the district's schools and instructional initiatives. The Assistant Superintendent completes special projects as assigned by the Superintendent of Schools. The Assistant Superintendent assumes responsibility for the District in the absence of the Superintendent.

REPORTS TO: Superintendent of Schools


  • Master's Degree required in educational discipline.

  • Current and valid Maine license as a Superintendent or Assistant Superintendent (or in a program leading to).

  • At least five (5) years of progressive education administrative experience including school leadership.

  • Demonstrated ability to lead the design, implementation, and management of a proficiency based educational model.


Superintendent of Schools
RSU 16

Mechanic Falls, Minot & Poland, ME


RSU 16 is a Regional School Unit in central Maine created in 2009 as a result of the consolidation law that brought the three communities together to provide a public education for their children. With 1,724 students, the RSU consists of 3 elementary schools, a middle school and high school for students PreK through 12.

The successful candidate will have the leadership skills to guide the RSU to reach the goals of its strategic plan, a student-centered approach, a commitment to the professional growth of teachers and administrators, and the capacity to positively engage the community in the education of its children. The RSU seeks a candidate who can effectively advocate for the children and the needs of the organization, and skillfully manage human and financial resources.

Salary will be commensurate with qualifications and experience and competitive for Maine.

The expected start date for the new Superintendent is July 1, 2024.

To apply:
Submit the Superintendent application found at (under We're Hiring) along with a cover letter, resume, and certifications to the email or mailing address below.

Lauren Hendry
RSU 16
3 Aggregate Road
Poland, Maine 04274


Executive Director
Maine Educational Center for the Deaf and Hard of Hearing

Falmouth, ME


  1. Educational Administrator certification from a State Department of Education (Superintendent, Special Ed Director, or Principal/Building Administrator)

  2. 10 years of experience in Deaf education (Early Intervention through Grade 12) with at least 5 years in educational administration and an excellent documented record of effective leadership

  3. Possesses other qualifications as specified and required by the Board of Directors

Consultant Assisting the Board:


The Board of Directors of the Maine Educational Center for the Deaf and Hard of Hearing/Governor Baxter School for the Deaf is seeking an exceptional leader to serve as the next Executive Director beginning July 1, 2024.

The Maine Educational Center for the Deaf and Hard of Hearing/Governor Baxter School for the Deaf provides services to children who are deaf or hard of hearing and their families throughout the state of Maine.


  • The Board will offer a regionally competitive compensation package

Search Calendar:   (The Board reserves the right to extend all dates)

  • All dates to be determined

Application Process:

Assistant Superintendent
RSU 21

Kennebunk, ME

APPLICATION DEADLINE: This position will remain open until a qualified candidate is secured.
START DATE: July 2024

As Assistant Superintendent, you will serve as a dynamic leader to support our Superintendent of Schools in delivering measurable results that continuously strengthen our district’s leadership effectiveness and instructional design and delivery to improve student outcomes and transform students’ lives. Our Assistant Superintendent will:

  • Establish, communicate, and maintain the strongest possible vision of instructional excellence and the culture that supports it

  • Support the professional growth and development of district principals and instructional strategists to deepen their effectiveness

  • Oversee the vision, design, implementation, and facilitation of professional development and evaluation efforts for instructional staff

  • Serve as a district leader in our commitment to Diversity, Equity, and Inclusion (DEI) at the central office, school, classroom, and curriculum levels

  • Design, implement, and monitor a disciplined goals-based and data-driven academic and professional development strategy

  • Serve as the de facto Chief of Staff to the Superintendent of Schools to problem-solve, address emerging priorities, enrich the Cabinet’s effectiveness, and enhance capacity

Reports to: Superintendent of Schools

Supervises: Instructional Strategists

Qualifications: Love what you do, and the opportunity this position presents — especially your ability to shape and drive a high-performing instructional climate and culture dedicated to improving student outcomes. Proven academic leader with passion and a demonstrated track record of creating and maintaining high-performing instructional environments. Master’s degree required. A Master’s in education administration or curriculum-related degree preferred. Substantive classroom teaching experience required (ten years preferred). Experience working with teams of teachers or content creators preferred. Strong familiarity with major national rigorous curricula preferred. Our ideal candidate will be a strong instructional leader with both classroom and district administration experience, but we welcome candidates with educational and/or leadership backgrounds and expertise from outside the district-setting as well.

To learn more about the responsibilities and key competencies for this position, click here.

Reasonable Accommodations: RSU 21 will provide accommodations to an individual with a disability, as defined by the Americans with Disabilities Act (ADA) or applicable law, who has made the district 1 aware of their disability, unless doing so would cause an undue hardship to the district.

Terms of Employment: As per contract, salary range is $125,000 to $135,000, commensurate with candidate qualifications and experience.

Evaluation: Performance of this job will be evaluated by the Superintendent, in accordance with the Board of School Directors Policy on evaluation.

RSU 21 is an equal opportunity employer. We strive to be a welcoming and inclusive community that supports the safety and well-being of all our students and staff. We are committed to implementing programs and practices that support diversity, equity, and inclusion.

If your school unit is interested in having administrative vacancies listed on this site, please email notice to Steven Bailey.


Accounting Assistant I
Maine School Management Association

Augusta, ME

Start Date: As soon as a suitable candidate is found

Maine School Management Association (MSMA) is seeking a full-time Accounting Assistant I. Hours of operation are Monday-Friday from 8:00 a.m. to 4:30 p.m. – this is an in-office position, five days per week.

MSMA is the service organization for the Maine School Boards Association and the Maine School Superintendents Association.

The successful candidate must be very detail-oriented and have exceptional time management skills. The job will require the ability to work independently with minimal direct supervision. The ideal candidate must have experience and knowledge of the non-profit accounts receivable process; possess excellent organizational skills; have the ability to identify, coordinate, and efficiently complete many diverse tasks; have excellent verbal and written communication skills; have the ability to maintain confidentiality of accounting information; have the ability to work collaboratively in a team setting with in-office personnel and staff members working remotely; and must be able to work in a fast-paced environment.

Responsibilities include, but are not limited to, opening and distributing incoming mail; completing the daily deposit in collaboration with other accounting staff; processing accounts receivable transactions in School ERP Pro accounting software; importing claim payments made from other software programs used within MSMA; reconciling bank statements; providing support to other clerical staff as needed; and performing all other duties as assigned by management. Knowledge of School ERP Pro software is preferred but is not required.

MSMA offers a competitive wage and benefits package. Rate of pay will be comparable for like positions.

Please submit a letter of application and resume, including the names and phone numbers of three recent references to:



*Search Extended
Business Manager

Gray-New Gloucester ~ District Wide



  • Bachelor’s degree in Accounting, Management, or Finance

  • Supervisory and management experience in a business office setting

  • Knowledge of and experience in Maine school financial practices and procedures

  • Working knowledge of and experience in standard computerized accounting systems, databases, spreadsheets, software and other information systems germane to public schools and the business world

  • Ability to present understandable financial reports for public consumption

Reports To:

  • Director of Operations and Finance


  • Accounts Payable Specialist

  • Human Resource Specialist

  • Payroll Specialist

Job Goal: To administer the business affairs of the school district in such a way as to provide high quality school services with the financial resources available.

Performance Responsibilities:

  • Works collaboratively and in conjunction with the Director of Operations and Finance on all aspects of school district business management.

  • Maintains the operation and management of the financial affairs of the school district through the utilization of generally accepted accounting practices.

  • Is knowledgeable about professional best practices and legal requirements in the field of accounting and business management.

  • Management of budget expenditures.

  • Assist in the development of the school budget in coordination with the Director of Operations and Finance, administrative team and school board.

  • Coordinates, oversees, and assures all required financial reports are completed and submitted to the Maine Department of Education and other state and federal agencies.

  • Provides administrative support and maintains oversight for state and federal grants and other grants and funding sources.

  • Works independently and with other administrators to apply for grants and external funding sources.

  • Works to ensure a comprehensive annual audit is completed by a reputable firm or agency.

  • Manages the proper receipting of revenue and manages the district’s cash flow and cash flow projections.

  • Assists in the management of student activity funds and provides staff training to ensure policies and practices are implemented as intended at the building level.

  • Manages school district insurance programs.

  • Works collaboratively with the member towns of the school district on budget referenda.

  • Implements and enforces school district financial policies and procedures.

  • Prepares, verifies, and distributes budget documents and reports to the administration and school board according to set schedules.

  • Monitors the school district payroll and benefits process to assure proper legal, contract, and budget constraint compliance.

  • Monitors the work of the human resource specialist and human resource processes and procedures.

  • Monitors the work of the accounts payable specialist and processes and procedures.

  • Acts as an advisor to the Director of Operations school board, superintendent, and administrative team on all matters concerning school district finance.

  • Participates in relevant professional development to maintain necessary skills for the position of Business Manager.

  • Attends and participates in school board, administrative, and other meetings at the discretion of the Superintendent.

  • Participates in appropriate professional development for the maintenance of business management skill sets. Advises the payroll specialist, human resource specialist, and accounts payable specialist on important and relevant professional development opportunities.

  • Performs other functions within the school business management realm at the discretion of the Superintendent.

Salary and Benefits: Regionally Competitive
Work Year: 260-day contract

To Apply:

If you feel you are the right person for the job, apply at
Applicants must hold a current State of Maine Department of Education Criminal History Records Check prior to employment.


*Search Extended
Director of Operations and Finance

Gray-New Gloucester ~ District Wide



  • Bachelor’s degree in a field related to operations and financial management (Accounting, Finance, Operations Management, Business Management).

  • Five years of administrative experience in a significant leadership role.

  • Five years multi-department supervisory role in a school, municipal, or government organization.

  • Verifiable work history of increasing fiscal and operations expertise.

  • Experience developing institutional infrastructure, including policies, procedures, facilities, and programs.

  • Familiarity with different funding sources, including local, state, federal, private, and non-profit sources.

  • Ability to collaborate and communicate across teams and levels of organizations.

Reports To: Superintendent of Schools


  • Business Manager

  • Facilities Supervisor

  • Transportation Supervisor

  • Nutrition Supervisor

Job Goal: To ensure overarching organizational leadership, oversight, and short and long-term planning in business, finance, infrastructure, and support services.

Performance Responsibilities

  • Advise the Superintendent on all matters related to the responsibilities of the position.

  • Serve as a member of the district administrative team to ensure alignment of financial and operational practices and priorities with the district’s mission and strategic goals.

  • Work collaboratively with the administrative team instructional leaders to ensure appropriate planning to support teaching and learning goals financially.

  • Assist with collective bargaining and contract development.

  • Assists in developing policies and procedures for business management, nutrition services, transportation services, and facilities.

  • Directly oversee the functions and duties of the business manager, transportation supervisor, nutrition supervisor, and facilities supervisor.

  • Works as the lead administrator with the Chair of the Finance Committee and Chair of the Facilities Committee.

  • Monitor the budget monthly and prepare routine projections and analyses for the Superintendent and Finance Committee.

  • Conduct multi year revenues, expenses, and other data forecasting to inform long-range planning.

  • Know and understand Maine Department of Education/State of Maine laws, regulations, and guidelines, particularly in finance, transportation, nutrition, facilities, and finance.

  • Serves as the district’s chief procurement officer, oversees district procurement, and manages preparation and execution of all school department bid proposals/contractual obligations and negotiations with vendor contractors in compliance with all necessary federal, state, and local requirements.

  • Coordinates all capital expenditure projects.

  • Monitors district funds for compliance with state regulations and ensures stable long-term financial health of the district.

  • Effectively communicate budgetary information with all stakeholders, including the district administrative team, school board, finance committee, and the community.

  • Manages contracts with outside vendors.

  • Monitor the budgetary impact of all hiring and employee separations.

  • Supervise, evaluate, and ensure appropriate training for business office personnel, facilities, transportation, and nutrition supervisors.

  • Perform other duties that may be assigned from time to time that fall within the general scope of the position.

  • Oversee the general operation of all facilities management, including maintenance and custodial operations.

  • Prepare and oversee the district’s capital planning and implementation.

  • Ensures the transportation department provides adequate and appropriate transportation for students.

  • Oversee and coordinate all food services for the district to deliver a high-quality food service program compliant with federal, state, and school board policy.

Desired Skill Sets

  • Strong supervisory, communication, and presentation skills.

  • Ability to work collaboratively with a high-performing team and communicate effectively with diverse groups: administrative team, school board, professional employees, support staff employees, the public, and local elected bodies.

  • Expertise in budgeting and a demonstrated ability in operation analysis, forecasting, and strategic planning.

  • Strong computer skills, particularly skills associated with the Maine Department of Education, other state and federal agencies, and business and finance.

  • Thorough knowledge of federal, state, and local school finance and operations laws.

  • Highly developed interpersonal skills and experience in project management and facilitating change.

Work Year Contract 260 days
Salary and Benefits Regionally Competitive

To Apply:

If you feel you are the right person for the job, apply at
Applicants must hold a current State of Maine Department of Education Criminal History Records Check prior to employment.


Assistant Principal - Anticipated Opening
South Portland High School

South Portland School Department, South Portland, ME

DATE AVAILABLE: August 27, 2024

South Portland High School is seeking an enthusiastic leader to join us as a high school assistant principal dedicated to restorative practices, high quality instruction and student belonging. South Portland High School is a diverse school of just under 1000 students, committed to equity, student voice, and ensuring our students are career and college ready.

In this role, you will work closely with the principal, assistant principal, support staff and educators. You will help lead MTSS initiatives, school climate and culture celebrations, behavior discipline and interventions, and restorative work. You will wok to support instruction and improve student outcomes, while positively interacting with students, families and staff. If you are a dynamic leader passionate about student achievement and success, we invite you to apply and make a meaningful impact in the lives of our students at South Portland High School.

State of Maine Assistant Building Administrator 040 certification required.

Apply here

Human Resources Director

District Office, Topsham, ME


HOURS/STATUS: Salaried - Full year


JOB GOAL: The Human Resources Director is a member of the MSAD No. 75 District Leadership Team (DLT). The position oversees and is responsible for all human resource functions the the District, to include employee and labor relations, recruitment and hiring/onboarding, benefits, safety and compliance with all local, state and federal laws. This position works closely with the Administrative team of MSAD No. 75 on a daily basis.


  • Identify strategic opportunities to maintain an equitable and fair work environment.

  • Participates, assists and may provide evaluative feedback in the consideration/impact of new District programs, strategies or endeavors.

  • Responsibility for the planning of and management of all human resources related duties for the District.

  • Act as an ambassador in the oversight of all recruitment and hiring for the District.

  • Serves as liaison to the School Board, Superintendent of Schools, Administrators and Employees regarding Human Resources matters. Consultants and supports Administrators and Staff with sensitive employee relations and/or District issues.

  • Maintain, interpret and apply negotiated agreements; advises Administrators and Staff on various practices and provisions of agreements. Serves on the District's Negotiations Committee as a technical and advisory resource.

  • Responsibility for District's Employee Handbook, job descriptions, policies and practices.

  • Review and implement applicable employment laws and regulations; monitors District compliance.

  • Administer and support Employees with leaves of absence (FMLA/State of Maine).

  • Oversight of H.R. onboarding/orientation, benefits and compliance, employee training and off-boarding.

  • Responsibility for the accurate maintenance of and the annual submittal of the Maine Department of Education Staff Database (NEO) Report.

  • Monitor Superintendent-approved exceptions for Support Staff Employees.

  • Participates and acts as a resource to the Teacher and Paraprofessional Certification council/process, Wellness Committee, Safety Committee and PEPG.

  • Issue individual employment contracts/agreements for Administrators and Teachers.

  • Supervision of the District's Human Resources Representative and the respective work duties of this position.

  • Assist with the maintenance of Employee-required State of Maine Department of Education Teaching Certifications and Criminal History Records Checks.

  • Assists with the District's Volunteer program (background checks and database).

  • Serves as District Affirmative Action Officer.

  • Additional duties as assigned by the Superintendent of Schools.


  • Considerable and current knowledge of human resources laws, regulations and best practices in Human Resources.

  • Commitment to the maintenance of fairness and equity across the District.

  • Effectively collaborate and maintain positive working relationships with the District's Administrative and Union Leadership teams.

  • Bachelor's degree in Human Resources or related field required. Master's degree in a related field is preferred.

  • Five (5) or more years of progressively responsible and related experience as a Human Resources Manager or Director. While prior public school experience is preferred, applicable combinations of education and experiences will be considered.

  • Demonstrated ability to provide effective leadership across the District.

  • Demonstrates outstanding interpersonal skills and excellent communication abilities.

  • Proven ability to organize, prioritize and coordinate multiple priorities.

  • Strong computer skills with Google programs/platform. Familiarity with Tyler Technologies software platforms helpful, specifically School Pro Infinite Visions.

  • Prior experience working in a labor union environment. Experiences with Union negotiations required.

  • Title IX Coordinator Certification status helpful, or ability to attain within the first year of employment.

  • Must hold and maintain an active State of Maine Department of Education Criminal History Records Check (CHRC).

  • Maintain awareness of personal development opportunities.

  • Professional Human Resources Certification helpful, but not required.

M.S.A.D. No. 75 is an Equal Opportunity Employer (EOE)

If your school unit is interested in having administrative vacancies listed on this site, please email notice to Steven Bailey.



Executive Director
Cherry Creek Charter Company
Centennial, Colorado

Start Date: On or about August 1, 2024
Application Deadline: June 6, 2024

Click here for more information.

If your school unit is interested in having administrative vacancies listed on this site, please email notice to Steven Bailey.