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Stride

Learning Development Specialist (Contractor)

🇺🇸 Remote - US 🕑 Contractor 💰 $25 - $35 per Hour 💻 Learning & Development 🗓️ February 24th, 2026
Canvas LMS

Edtech.com's Summary

Stride, Inc. is hiring a Learning Development Specialist (Contractor). The role involves designing, developing, and delivering training programs for employees, customers, and school partners on Stride/K12 products and services. The specialist will conduct virtual or on-site training sessions, collaborate with product teams to create training content, assess training effectiveness, and support product adoption strategies.

Highlights
  • Design and develop training materials such as presentations, e-learning modules, videos, and job aids.
  • Conduct training sessions for teachers, administrators, employees, customers, and partners to ensure deep product understanding.
  • Collaborate with subject matter experts and product managers for effective content creation.
  • Continuously evaluate training needs and update content based on feedback and industry trends.
  • Provide ongoing support and troubleshoot training-related inquiries.
  • Maintain organized training documentation and records.
  • Assist in promoting product adoption and usage.
  • Required skills include proficiency in Microsoft Office 365 and web technology.
  • Two to five years of experience in talent development or educational training is required.
  • Preferred qualifications include LMS experience with Canvas, bachelor's degree in education or related field, and relevant certifications in training or instructional design.
  • Compensation ranges from $24.66 to $35.10 per hour; the position is a temporary contractor role through Simplify.
  • Position is remote and open to residents of all US states and D.C.
  • No formal supervisory responsibilities.

Learning Development Specialist (Contractor) Full Description

Job Description
SUMMARY: The Learning and Development Trainer, contractor is responsible for designing, developing, and delivering comprehensive training programs to educate our employees, customers, and school partners on the Stride/K12 products and services, including interactive workshops, product support assets, and improve online modules.   

ESSENTIAL FUNCTIONS:  Reasonable accommodations may be made to enable individuals with disabilities to perform the essential duties. 
  • Design and develop engaging training materials, including presentations, e-learning modules, videos, and job aids, to support the learning needs of employees, customers, and partners. 
  • Conduct virtual and/or on-site training sessions for various audiences, including teachers, administrators, existing employees, customers, and partners, to ensure they have a deep understanding of our products, features, and functionalities. 
  • Collaborate with subject matter experts, product managers, and other stakeholders to gather information and insights needed to create effective training content and training course content. 
  • Continuously assess training needs and evaluate the effectiveness of training programs through feedback, assessments, and performance metrics. 
  • Stay up-to-date on product updates, enhancements, and industry trends to ensure training content remains current and relevant. 
  • Provide ongoing support and guidance to all stakeholders by answering questions, troubleshooting issues, and addressing training-related inquiries. 
  • Assist in the development and implementation of strategies to promote adoption and usage of our products and services. 
  • Maintain training documentation, records, and materials in an organized and accessible manner. 
  • Supports initiatives to increase engagement with products and platforms, such as designing and facilitating new user trainings; 
  • Attends all meetings pertaining to product and platform functionality and/or enhancements and assists in cross-training internal team members; 
  • Continues to learn about new and enhanced Stride products and platforms to become proficient and incorporates updates and enhancements of products into skill set; 

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  
  • Understanding of effective training methodologies and a true passion for working with adult learners 
  • Microsoft Office 365; Web proficiency.  
  • Ability to clear required background check 
Certificates and Licenses: List OR None required. 

DESIRED QUALIFICATIONS:   
  • Design tools, LMS experience with Canvas 
  • Bachelor's degree in education or similar field of study 
  • Professional Training Certification 
  • Instructional Design Certification 

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.  
  • This position is virtual and open to residents of the 50 states, D.C. 

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 $24.66 - $35.10 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.

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 TypeEOR 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 stridecareers@k12.com.

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.