Leadership Development Specialist (Full-Time Contractor)-2

Stride, Inc.

2d•Remote

About The Position

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. This individual brings deep experience in school leadership and instructional coaching and is skilled at translating research and best practices into practical, actionable tools that improve educator practice and student outcomes. This is a full-time contract role running from April through December, with the option to extend based on project needs. ESSENTIAL FUNCTIONS: Reasonable accommodations may be made to enable individuals with disabilities to perform the essential duties. 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. Ensure all materials are aligned to improving educator practice and measurable outcomes. 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. And other duties as assigned. Supervisory Responsibilities: This position has no formal supervisory responsibilities. MINIMUM REQUIRED QUALIFICATIONS: Two (2) to five (5) years of related experience in talent development, educational training, or 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 Certificates and Licenses: None required. DESIRED QUALIFICATIONS: Master’s degree in Education, Educational Leadership, or similar field of study Professional Training Certification Instructional Design Certification Background in instructional design or adult learning Familiarity with leadership frameworks such as PSEL or similar models Experience with state accountability frameworks and school improvement planning WORK ENVIRONMENT: The work environment characteristics described here are representative of those an employee encounters while performing the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. Compensation & Benefits: Stride, Inc. considers a person’s education, experience, and qualifications, as well as the position’s work location, expected quality and quantity of work, required travel (if any), external market and internal value when determining a new employee’s salary level. Salaries will differ based on these factors, the position’s level and expected contribution, and the employee’s benefits elections. Offers will typically be in the bottom half of the range. We anticipate this position will pay $30.00 per hour. This is a temporary/contractor role, and you will be an employee of Simplify. This salary is not guaranteed, as an individual’s compensation can vary based on several factors. These factors include, but are not limited to, geographic location, experience, training, education, and local market conditions. Randstad offers a robust benefits package for eligible employees that can include health benefits, retirement contributions, and paid time off. This position is virtual and open to residents of the 50 states and D.C. The above job is not intended to be an all-inclusive list of duties and standards of the position. Incumbents will follow any other instructions, and perform any other related duties, as assigned by their supervisor. All employment is “at-will” as governed by the law of the state where the employee works. It is further understood that the “at-will” nature of employment is one aspect of employment that cannot be changed except in writing and signed by an authorized officer. Job Type EOR Contractor_CW (Fixed Term) The above job is not intended to be an all-inclusive list of duties and standards of the position. Incumbents will follow any other instructions, and perform any other related duties, as assigned by their supervisor. All employment is “at-will” as governed by the law of the state where the employee works. It is further understood that the “at-will” nature of employment is one aspect of employment that cannot be changed except in writing and signed by an authorized officer. If you are a job seeker with a disability and require a reasonable accommodation to apply for one of our jobs, you can request the appropriate accommodation by contacting [email protected]. Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities 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. Applicants will not be discriminated against because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. For more than 20 years, Stride, Inc. has transformed the teaching and learning experience for millions of people by providing innovative, high-quality, tech-enabled education solutions, curriculum, and programs. Stride serves learners of all ages in all 50 states and more than 100 countries. At Stride, learning is essential. It is the foundation of the human experience and we are proud of our commitment to powering learning, no matter what stage of life you are in. For more than 20 years, we’ve worked to challenge the idea of one-size-fits-all education and provide personalized, online, lifelong learning at every step of the journey. Above all else, we believe in serving the communities we live in and creating space for all voices therein.

Requirements

Two (2) to five (5) years of related experience in talent development, educational training, or 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

Nice To Haves

Master’s degree in Education, Educational Leadership, or similar field of study
Professional Training Certification
Instructional Design Certification
Background in instructional design or adult learning
Familiarity with leadership frameworks such as PSEL or similar models
Experience with state accountability frameworks and school improvement planning

Responsibilities

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.
Ensure all materials are aligned to improving educator practice and measurable outcomes.
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.
And other duties as assigned.