Educational Services Expert Contributor | Freelance | WFH

Crossing Hurdles; United States; Remote; Full time

Job summary

Crossing Hurdles is seeking Educational Services Experts for remote, task-based AI training projects. You will leverage real-world experience to design realistic workplace tasks, provide supporting materials, and define evaluation criteria.

This freelance role emphasizes independent work, high-quality deliverables, and familiarity with U.S. education practices. Compensation is per accepted task, with flexible, project-based timelines.

Qualifications

• Strong professional expertise in Educational Services or a related field.
• Experience handling real-world, multi-step professional workflows.
• Familiarity with U.S. education practices, standards, terminology, or U.S.-facing/global operations is highly preferred.
• Strong analytical thinking and attention to detail.
• Ability to create and interpret professional curriculum documents, assessments, lesson plans, training materials, learning data, spreadsheets, or other relevant materials.
• Strong written English and professional communication skills.
• Ability to work independently in a remote environment.
• Comfortable working on AI training and evaluation projects.

Responsibilities

• Use a real education or learning-services workflow you have personally handled to create a realistic workplace task.
• Create professional scenarios involving teaching, instructional design, curriculum development, assessment, training, education administration, learning operations, or education technology.
• Provide safe, anonymized, or realistic supporting materials such as lesson plans, curriculum documents, assessment materials, learning data, training materials, rubrics, spreadsheets, or other relevant files.
• Complete the task yourself and create the ideal professional deliverable or solution.
• Define clear evaluation criteria to assess the accuracy, completeness, and quality of an AI-generated response.
• Ensure tasks reflect realistic professional reasoning, decision-making, and workplace practices.
• Work independently and complete assigned tasks within the required timelines.

Skills

Educational Services

Remote work

Attention to detail

Strong written English

Job description

Job description

Employment Type: Freelance / Contract (Work from Home)
Qualification: Relevant professional experience in Education, Teaching, Instructional Design, Curriculum Development, Training, Assessment, or related fields
Project Duration: Task-based freelance project
Time Commitment: ~4 hours per task
Compensation: 10,000 per accepted task

About the Role

We are hiring Educational Services Experts for a remote, task-based AI training and evaluation project. The selected experts will use their real professional experience to create realistic workplace tasks that help AI systems understand how education and learning professionals actually work. This is not a data-labeling, generic content-writing, or academic question-answering role. The work involves creating realistic professional scenarios, providing supporting evidence, developing the ideal solution, and defining evaluation criteria.

Key Responsibilities

• Use a real education or learning-services workflow you have personally handled to create a realistic workplace task.
• Create professional scenarios involving teaching, instructional design, curriculum development, assessment, training, education administration, learning operations, or education technology.
• Provide safe, anonymized, or realistic supporting materials such as lesson plans, curriculum documents, assessment materials, learning data, training materials, rubrics, spreadsheets, or other relevant files.
• Complete the task yourself and create the ideal professional deliverable or solution.
• Define clear evaluation criteria to assess the accuracy, completeness, and quality of an AI-generated response.
• Ensure tasks reflect realistic professional reasoning, decision-making, and workplace practices.
• Work independently and complete assigned tasks within the required timelines.

Required Skills

• Strong professional expertise in Educational Services or a related field.
• Experience handling real-world, multi-step professional workflows.
• Familiarity with U.S. education practices, standards, terminology, or U.S.-facing/global operations is highly preferred.
• Strong analytical thinking and attention to detail.
• Ability to create and interpret professional curriculum documents, assessments, lesson plans, training materials, learning data, spreadsheets, or other relevant materials.
• Strong written English and professional communication skills.
• Ability to work independently in a remote environment.
• Comfortable working on AI training and evaluation projects.

Relevant Backgrounds

Relevant Backgrounds
Teacher | Instructional Designer | Curriculum Developer | Learning & Development | Education Consultant | Education Administrator | Assessment Specialist | Academic Program Manager | Training Manager | Education Technology | Learning Operations | Related Roles

U.S.-Based Company Experience

Experience with companies such as McGraw Hill, ETS, Coursera, Khan Academy, Chegg, Udemy, Wiley, or Duolingo can be relevant.

These companies are provided only as examples for reference. Candidates with experience in any similar U.S.-based company or U.S.-facing/global organization are welcome to apply.