The Office of the State Superintendent of Education (OSSE) is the State Education Agency for the District of Columbia charged with raising the quality of education for all DC residents. OSSE is focused on sustaining, accelerating, and deepening the progress being made for the District’s 90,000+ students. OSSE serves as the District’s liaison to the U.S. Department of Education and works closely with the District’s 470+ early childhood facilities, 250+ schools, 60+ local education agencies (including DCPS and charter organizations), and community-based organizations to provide critical programming and resources to our stakeholders.
Educators are the single most important in-school factor impacting student learning and lives. The state education agency plays a critically important role in leading towards ensuring that all DC students have equitable access to excellent educators, consistent with the Every Student Succeeds Act.
The Flexible Scheduling Pilot Grant Specialist position is located in OSSE’s Division of Teaching and Learning, within the Educator Pipelines, Equity and Quality (EPPQ) team, which manages critical state-level, public-facing systems related to the educator workforce. The Flexible Scheduling Pilot Grant Specialist will manage the launch, implementation , and oversight of OSSE’s inaugural “Flexible Scheduling Pilot” grant program. Under this program, OSSE will support local education agencies (LEAs) with implementing flexible scheduling for teachers, while ensuring LEAs continue to provide academic instruction to students. Goals of this program focus on enhancing educator wellbeing while also improving academic outcomes for students. In doing so, the Specialist will steward financial resources, oversee initiatives, and iterate to improve effectiveness and efficacy, while ensuring alignment with agency priorities and consistency with the Equitable Access provisions of the Every Student Succeeds Act. The Specialist will report to the Manager of Educator Pipelines, Preparation and Support.
Specific functions of the Flexible Scheduling Pilot Grant Specialist include:
- Provide leadership and direction to support strategic planning and successful implementation of OSSE’s “Flexible Scheduling Pilot” grant program
- Work closely with the Manager of Educator Pipeline, Preparation and Support to coordinate policy, funding, monitoring, and technical assistance efforts that support successful administration, implementation, and oversight of OSSE’s “Flexible Scheduling Pilot” competitive grant program
- Develop and implement supports to ensure that all grantees are successful in achieving program objectives
- Manage all fiscal and programmatic requirements of the grant, including designing and conducting grantee monitoring
- Draft, review, and disseminate all “Flexible Scheduling Pilot” related communications
- Clearly communicate opportunities, successes, and challenges to key educational stakeholders
- Work closely with members of the Educator Pipeline, Preparation and Quality (EPPQ) team to support initiatives related to recruiting and sustaining a diverse, high-quality teacher workforce
- Provide technical assistance to internal and local education agency (LEA) stakeholders
- Develop public-facing, evaluative reports that are quantitatively and qualitatively sound documenting challenges, successes, best practices and lessons for the field as it relates to flexible scheduling models
- Collaborates across the Division and with other Divisions within OSSE
Key qualifications for the role include:
- A four-year Bachelors’ degree from an accredited college or university
- A proven track record in managing projects and programs to achieve measurable results
- Demonstrated ability to use data and information to plan and act strategically to improve program outcomes
- Knowledge of federal and local policy, programs, and requirements related to teacher preparation
- Experience working collaboratively with diverse teams to achieve ambitious goals
- Excellent interpersonal and collaboration skills, including stakeholder engagement facilitation
- Knowledge and understanding of the DC education landscape and the role of key entities, including DC’s educator preparation programs and local educational agencies
- Meticulous attention to detail, with an ability to produce high-quality work in a fast-paced, dynamic environment; and
- An unapologetic commitment to ensuring that all DC students have equitable, sustained access to educators who are equipped with the knowledge, skills, and dispositions necessary to enable all DC students to succeed.
- Experience teaching or leading in a school or local educational agency.
Our ideal candidate will also have:
- Demonstrated experience approaching persistent challenges with curiosity and creativity;
- A growth mindset; and
- Experience interpreting requirements into program design and implementation.
Interested applicants should register for the OSSE Hiring Fair.

