Associate Director of Teaching and Learning – Douglas ESD

Douglas Education Service District•Roseburg, OR

About The Position

Douglas ESD is hiring an Associate Director of Teaching and Learning to provide administrative leadership for regional educator development and instructional support programs. These include the Regional Educator Network (REN), instructional coaching, educator mentorship, early literacy, and countywide professional learning. Working closely with the Assistant Superintendent / Director of Education Services, the Associate Director aligns programs, services, and funding—including General Fund, Student Success Act (SSA), and REN resources—to strengthen a coordinated and sustainable continuum of supports for Douglas County school districts. The position supervises assigned staff, oversees program budgets and grant reporting, and provides technical assistance to support district continuous improvement and educator development. The schedule is 220 days per year, five days per week, eight hours per day. The position is to begin immediately and requires travel throughout the Douglas ESD service area as necessary.

Requirements

  • Current Oregon Administrator License or eligibility to obtain licensure.
  • Master's degree in education or a related field, or equivalent experience.
  • Demonstrated experience in K–12 education, instructional leadership, educator development, and grant-funded program management.
  • Knowledge of continuous improvement practices and ability to facilitate collaborative planning, analyze qualitative and quantitative data, and turn findings into actionable strategies.
  • Ability to coordinate multiple initiatives, align resources and funding, manage competing priorities, meet deadlines, and maintain attention to detail and organizational goals.

Nice To Haves

  • Three years of administrative experience preferred.
  • Understanding of Oregon's education system, including the role of education service districts in supporting local school districts and the Oregon Department of Education.

Responsibilities

  • Participate on the Education Services leadership team and collaborate with the Director to align departmental priorities, programs, and services.
  • Provide leadership and oversight for Teaching and Learning programs, including REN, instructional coaching, educator mentorship, early literacy, and regional professional learning.
  • Guide the planning, implementation, and evaluation of professional learning and educator development initiatives responsive to district needs.
  • Collaborate with the Lead Instructional Coach to coordinate instructional coaching, educator mentorship, and professional learning implementation.
  • Foster collaboration among Teaching and Learning staff and other ESD programs.
  • Lead implementation, monitoring, and continuous improvement of the Douglas REN Plan and Professional Learning Plans (PLPs).
  • Coordinate and facilitate REN meetings, network sessions, and regional professional learning activities.
  • Serve as a primary liaison among Douglas REN, participating districts, the Oregon Department of Education, and the Education Advisory Council.
  • Ensure REN activities and investments align with educator needs, district priorities, and applicable state requirements.
  • Oversee REN documentation, performance monitoring, grant reporting, and compliance activities.
  • Work with the Director to strategically combine allowable funding sources, including General Fund, SSA, and REN resources, to coordinate district supports.
  • Identify opportunities to align services, reduce duplication, leverage staff expertise, and maximize available resources.
  • Develop, monitor, and manage assigned program budgets, expenditures, contracts, and grant deliverables.
  • Ensure fiscal practices and program expenditures comply with grant requirements and ESD procedures.
  • Prepare and submit timely, accurate grant reports, fiscal and program narratives, performance measures, and other required documentation.
  • Collect and analyze program data to evaluate effectiveness, demonstrate outcomes, and inform planning.
  • Assist the Director with technical assistance to districts on continuous improvement, SIA implementation, and strategic planning.
  • Support districts in identifying professional learning needs and connecting ESD resources to district improvement priorities.
  • Facilitate meetings, professional learning, and collaborative planning with district administrators, educators, and regional partners.
  • Build and maintain relationships with district leadership and staff across Douglas County.
  • Supervise, support, and evaluate assigned personnel in accordance with Douglas ESD policies and procedures.
  • Promote effective teaming, shared accountability, professional growth, and collaborative problem-solving.
  • Coordinate with the Director regarding program priorities, staffing needs, and personnel responsibilities.
  • Establish expectations, provide constructive feedback, and support continuous improvement in staff performance.
  • Communicate with ESD leadership, school districts, state agencies, and community partners.
  • Maintain confidentiality and exercise sound professional judgment.
  • Manage multiple projects, priorities, and deadlines.
  • Participate in department and agency meetings and professional learning activities.
  • Travel throughout the Douglas ESD service area as necessary.
  • Perform other duties as assigned.
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