At-Will School Administrator Mentor – Douglas ESD

Douglas Education Service District; Roseburg (OR); On-site; USD 30,000 - 33,000; Part time

Job summary

Douglas ESD is seeking an At-Will School Administrator Mentor to provide leadership coaching and practical support to school administrators in the Education Services department. The position involves 55 hours per mentee over a 10‑month period, with monthly in‑person and virtual coaching sessions.

The role emphasizes collaboration, confidentiality, and supportive guidance rather than evaluation, with the mentor coordinating with district leadership and the Education Services team.

Qualifications

• Must hold a valid Oregon administrative license.
• Minimum of seven years of successful school administrator experience.
• Experience in a small, rural school district is preferred.
• Demonstrated expertise in school leadership, instructional leadership, school operations, and continuous improvement.
• Ability to support administrators through coaching, reflection, problem solving, and goal setting without serving in an evaluative role.
• Strong understanding of the realities and responsibilities of school and district leadership.
• Must be able to meet during school hours and travel to the mentee's school or district as needed.
• Ideal candidates are experienced or former administrators with the flexibility to provide consistent support throughout the school year.

Responsibilities

• Provide services over a 10-month period, with 5.5 hours per month allocated to each mentee, for a total of 55 hours per mentee.
• Provide one 2-hour in-person coaching session each month, including observation of the administrator's leadership practice in the building.
• Provide three 1-hour virtual check-ins each month to discuss priorities, reflect on practice, and address current needs.
• Serve as an on-call resource for immediate problem solving, within agreed availability and the monthly service allocation.
• Provide resources, materials, tools, protocols, and ideas aligned to the mentee's goals and district context.
• Provide feedback, coaching, and support based on observation of leadership practice; the mentor does not evaluate the mentee.
• Coordinate with the mentee's superintendent or supervisor for a quarterly check-in regarding progress, goals, and areas for focus, if requested.
• Coordinate services with the Assistant Superintendent/Director of Education Services or designee.
• Maintain a record of time worked and coordinate any additional time or changes in services with the ESD supervisor in advance.
• Be accessible for ongoing informal support and consultation within the agreed service allocation.
• Model best practices in educational leadership, active collaboration, confidentiality, and professional behavior.
• Perform other responsibilities and duties related to the mentor role as assigned by the ESD supervisor.

Skills

Coaching

Leadership

Problem solving

Goal setting

Education

Oregon administrative license

Job description

At-Will School Administrator Mentor – Douglas ESD JobID: 3669

• Position Type: At Will Employee
• Date Posted: 9/11/2026
• Location: Roseburg, OR
• Closing Date: 09/17/2026

At-Will School Administrator Mentor – Douglas ESD

Douglas ESD is accepting applications for At Will School Administrator Mentors in our Education Services department.

STIPEND: $2,530 per mentee, plus mileage reimbursement for monthly in-person visits.

This position does not qualify for benefits.

HOURS: 5.5 hours per month, 10 months per year

APPLICATION DEADLINE 09/17/2026 at 3:00 p.m.

POSITION OVERVIEW

The Administrator Mentor provides individualized leadership coaching and practical support to school administrators through regular in-person sessions, virtual check-ins, and consultation. Coaching will focus on each administrator's goals, current leadership responsibilities, district context, and immediate problem‑solving needs.

This is not an exhaustive or all-inclusive list of responsibilities, skills, duties, or functions associated with the job.

DUTIES & RESPONSIBILITIES

• Provide services over a 10-month period, with 5.5 hours per month allocated to each mentee, for a total of 55 hours per mentee.
• Provide one 2-hour in-person coaching session each month, including observation of the administrator's leadership practice in the building.
• Provide three 1-hour virtual check-ins each month to discuss priorities, reflect on practice, and address current needs.
• Serve as an on-call resource for immediate problem solving, within agreed availability and the monthly service allocation.
• Provide resources, materials, tools, protocols, and ideas aligned to the mentee's goals and district context.
• Provide feedback, coaching, and support based on observation of leadership practice; the mentor does not evaluate the mentee.
• Coordinate with the mentee's superintendent or supervisor for a quarterly check-in regarding progress, goals, and areas for focus, if requested.
• Coordinate services with the Assistant Superintendent/Director of Education Services or designee.
• Maintain a record of time worked and coordinate any additional time or changes in services with the ESD supervisor in advance.
• Be accessible for ongoing informal support and consultation within the agreed service allocation.
• Model best practices in educational leadership, active collaboration, confidentiality, and professional behavior.
• Perform other responsibilities and duties related to the mentor role as assigned by the ESD supervisor.

QUALIFICATIONS

• Must hold a valid Oregon administrative license.
• Minimum of seven years of successful school administrator experience.
• Experience in a small, rural school district is preferred.
• Demonstrated expertise in school leadership, instructional leadership, school operations, and continuous improvement.
• Ability to support administrators through coaching, reflection, problem solving, and goal setting without serving in an evaluative role.
• Strong understanding of the realities and responsibilities of school and district leadership.
• Must be able to meet during school hours and travel to the mentee's school or district as needed.
• Ideal candidates are experienced or former administrators with the flexibility to provide consistent support throughout the school year.

Douglas ESD has been awarded the Douglas County Working Parents Award for 2026.

Douglas ESD is an equal opportunity/affirmative action employer committed to diversity and valuing the cultural, educational, and life experience of each student and employee, as well as equitable outcomes for all students. Douglas ESD policy provides veterans and disable veterans with preference as required by law.