If you value correctness over speed and take pride in precision, this role will suit you well. The labels you produce become training data for AI systems used daily by thousands of students. Accurate behavioral annotation makes the product more intelligent. Inconsistent labels teach the model incorrect patterns.
LearnWith.AI creates AI-powered learning experiences grounded in learning science, data analytics, and subject matter expertise. This position transforms raw student session videos into high-quality, rubric-based labels the team can depend on. You will review recorded student sessions, pinpoint key behavioral events, and follow rigorous classification rules to determine what occurred and when. You will also evaluate LLM pre-annotations, correct errors, and document ambiguous cases so engineers can refine the system.
This is not gig-economy, task-hopping annotation. It is a focused queue within a single product domain, featuring direct feedback, calibration against gold-standard examples, and advancement tied to accuracy and consistency. If you seek well-defined expectations, quantifiable quality standards, and work that directly influences model performance, we would like to hear from you.
This role ensures that student session videos are transformed into labeled datasets with ≥95% accuracy and time precision, reliably indicating 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 hard to qualify – on purpose. High standards mean every educator, leader and EdTech builder is at the top of their game.
Top performers earn what they’re worth. Six-figure education roles aren’t fantasy here – they’re the baseline for excellence.
Skills carry more weight that resumes here. Demonstrate learning mastery, AI fluency and passion for what’s next. That’s what counts.