Not accepting applications on crossover.com at this time.
If accuracy matters more to you than speed, this position is designed for you. The labels you create become the foundation for AI systems used by thousands of students daily. Precise behavioral labeling makes the product more intelligent. Inaccurate labels teach the model incorrect patterns.
LearnWith.AI develops AI-driven learning experiences through learning science, data analytics, and subject matter expertise. This position transforms raw student session recordings into high-precision, rubric-based labels the team relies on. You will observe recorded student sessions, pinpoint critical behavioral events, and apply rigorous classification rules to determine what occurred and when. You will also evaluate LLM pre-annotations, correct errors, and record edge cases to help engineers refine the system.
This is not gig-economy, ad-hoc annotation work. It involves a consistent workflow within a single product area, featuring direct feedback mechanisms, calibration against gold-standard examples, and advancement tied to accuracy and consistency. If you value clear standards, quantifiable quality metrics, and contributions that directly influence model performance, we would like to hear from you.
This position ensures that student session recordings are transformed into ≥95%-accurate, temporally precise labeled datasets that reliably indicate when model performance advances or declines.
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.