Leadership Development Specialist; Contractor

Summary

The Leadership Development Specialist (Contractor) is responsible for designing, developing, and supporting high-impact professional learning experiences for school and district leaders. This role focuses on building leadership capacity through the creation of asynchronous learning assets, coaching resources, and strategic content aligned to instructional excellence, leadership frameworks, and school improvement priorities.

• Design and develop high-quality asynchronous learning experiences, including e-learning courses, toolkits, job aids, templates, and leadership resources.
• Translate instructional frameworks, leadership competencies (e.g., PSEL, K12 Leadership Excellence Framework), and organizational priorities into practical, actionable content for school and district leaders.
• Create implementation-focused resources that support leaders in applying best practices in areas such as instructional coaching, data-driven instruction, observation and feedback cycles, and school improvement planning.
• Collaborate with subject matter experts, academic teams, and stakeholders to gather insights and ensure content accuracy, relevance, and alignment.
• Partner with production and design teams to develop engaging multimedia learning experiences (e.g., interactive modules, videos, scenario-based learning).
• Review, revise, and enhance existing professional learning content to ensure coherence, alignment, and impact across the leadership development portfolio.
• Apply adult learning theory and microlearning design principles to create engaging, accessible, and effective asynchronous content.
• Contribute to the development of a centralized repository of leadership resources and learning pathways (e.g., onboarding, bootcamps, PLC supports).
• Stay current on trends in instructional leadership, coaching, and state accountability frameworks to ensure content remains relevant and forward-looking.

• Two (2) to five (5) years of related experience in talent development, educational training, or a related position, including experience at the school or district leadership level (e.g., principal, assistant principal, instructional coach, or district leader).
• Understanding of effective training methodologies and a true passion for working with adult learners.
• Demonstrated expertise in instructional coaching and/or mentoring school leaders.
• Deep understanding of instructional best practices, observation and feedback cycles, and data-driven instruction.
• Experience developing professional learning content, curriculum, or instructional materials for adult learners.
• Strong ability to translate complex concepts into clear, practical, and actionable resources.
• Microsoft Office
  365; web proficiency.
• Ability to clear required background check.

• Master’s degree in Education, Educational Leadership, or a similar field of study.
• Principal certification.
• Experience as a school or district leader.
• Familiarity with leadership frameworks such as PSEL or similar models.
• Experience with state accountability frameworks and school improvement planning.

Reasonable accommodations may be made to enable individuals with disabilities to perform the essential duties. This position is virtual and open to residents of the 50 states, D.C.

We anticipate this position will pay $30.00 per hour. This is a part-time temporary/contractor role, and you will be an employee of Workspend. The salary is not guaranteed; compensation can vary based on geographic location, experience, training, education, and local market conditions.

All employment is ‘at-will’ as governed by the law of the state where the employee works.

Stride, Inc. is an equal opportunity employer. Applicants receive consideration for employment based on merit without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability or protected veteran status, or any other basis prohibited by federal, state, or local law. Stride, Inc. complies with all legally required affirmative action obligations.