This role is built for professionals who prioritize accuracy over speed. The annotations you produce become the training data that powers AI systems used daily by thousands of students. Precise labeling sharpens the model's intelligence; inconsistent labels teach it the wrong patterns.
LearnWith.AI creates AI-driven learning experiences grounded in learning science, data analytics, and expert knowledge. Your role is to convert raw video recordings of student sessions into high-fidelity, rubric-aligned labels the team can rely on. You will observe recorded sessions, pinpoint key behavioral moments, and apply rigorous classification rules to determine what occurred and when. You will also audit LLM-generated pre-annotations, correct errors, and flag edge cases to help engineers refine the system.
This is not random, gig-based annotation work. It involves a consistent task queue within one product area, supported by direct feedback channels, calibration against gold-standard examples, and advancement tied to accuracy and reliability. If you value transparent expectations, quantifiable quality standards, and contributions that directly influence model outcomes, we would like to hear from you.
Your purpose in this role is to transform student session videos into labeled datasets with ≥95% accuracy and precise timestamps, ensuring the data reliably indicates whether model performance is advancing or declining.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.






It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.