Management & Leadership Instructor

Management & Leadership Instructor (AI Training)

About The Role

What does great leadership actually look like? You know — and AI needs to learn from you.

We're looking for experienced management and leadership instructors to help evaluate and improve AI systems trained on organizational behavior, decision-making, and leadership reasoning. Your expertise will directly shape how AI understands the nuances of managing teams, navigating tradeoffs, and driving organizational outcomes.

This is a fully remote, flexible contract role powered by Alignerr (powered by Labelbox) — one of the leading platforms for expert-led AI training.

• Organization: Alignerr (Powered by Labelbox)
• Type: Hourly / Task-based Contract
• Location: Remote
• Commitment: 10–40 hours/week

What You'll Do

• Review AI-generated management and leadership scenarios for quality and realism
• Evaluate AI reasoning related to team dynamics, incentive structures, and organizational design
• Identify flawed assumptions, weak decision logic, or oversimplified management thinking
• Provide clear, structured feedback that helps AI reason more like a seasoned leader
• Work independently and asynchronously — on your schedule, at your pace

Who You Are

• 3+ years of experience teaching management or leadership at the postsecondary level
• Strong grounding in organizational behavior, management theory, and leadership frameworks
• Skilled at evaluating decision-making quality and articulating why certain approaches fall short
• Comfortable reading and critiquing written scenarios and AI-generated recommendations
• Self-directed and reliable with asynchronous, task-based work

Nice to Have

• MBA or Master's degree in Management, Organizational Behavior, or a related field
• Real-world leadership, operations, or management experience in industry
• Prior experience with AI training, content evaluation, or instructional design

Why Join Us

• Work on cutting-edge AI projects with top research labs
• Fully remote and flexible — set your own hours and work from anywhere
• Freelance perks: autonomy, variety, and global collaboration
• Contribute to meaningful work that improves how AI understands human leadership
• Potential for ongoing work and contract extension