Annotation Specialist
$30,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Not accepting applications on crossover.com at this time.

Description

If precision matters more to you than speed, this position is designed for you. The labels you create become training inputs for AI systems relied upon by thousands of students daily. Accurate behavioral classification sharpens the product; inconsistent labeling teaches the model incorrect patterns.

LearnWith.AI develops AI-driven educational experiences through learning science, analytics, and domain expertise. This position transforms unprocessed student session recordings into high-fidelity, rubric-aligned labels the team depends on. You will review recorded sessions, pinpoint critical behavioral moments, and apply rigorous classification rules to mark what occurred and its timing. You will also audit LLM-generated pre-annotations, correct errors, and record edge cases to help engineers refine the system.

This is not freelance-style, ad hoc annotation work. It involves a consistent workload within one product area, featuring direct feedback mechanisms, calibration against reference standards, and advancement tied to precision and reliability. If you value explicit standards, quantifiable quality metrics, and contributions that directly influence model outcomes, we would like to speak with you.

What you will be doing

  • Label student session recordings by detecting, categorizing, and timestamping behavioral events according to a comprehensive rubric
  • Audit and refine LLM pre-annotations by eliminating false positives, inserting overlooked events, and sharpening timestamp accuracy
  • Document clear rationale for ambiguous decisions, citing rubric sections and the logic applied
  • Record edge cases and open questions for unclear situations, and maintain an annotation log with session details
  • Engage in calibration tasks, incorporate QA feedback, and adapt to rubric revisions to enhance precision continuously

What you will NOT be doing

  • Construct AI models, conduct experiments, or perform research into student behavior patterns
  • Author the annotation rubric or modify category definitions based on subjective judgment
  • Prioritize throughput over accuracy, consistency, or timestamp exactness
  • Handle sporadic, disconnected tasks spanning unrelated fields without background or feedback mechanisms

Key responsibilities

This role ensures that student session recordings are transformed into ≥95%-accurate, temporally precise labeled datasets that dependably indicate when model performance advances or declines.

Candidate requirements

  • At least 1 year of experience in data annotation, content moderation, QA evaluation, or similar rubric-driven review work
  • Strong English reading comprehension and the ability to follow complex written instructions without drifting from the rules
  • Capacity to maintain focus and precision during 4–6 hours of video-based tasks each day
  • Ability to detect nuanced visual and on-screen behavioral signals and apply consistent classification across multiple sessions
  • Strong written documentation skills for explaining edge cases, assumptions, and clarification questions
  • Reliable internet connection capable of streaming video
  • Comfort reviewing, correcting, and supplementing AI/LLM-generated annotations

Meet a successful candidate

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Fabiano Lucchese
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Brazil

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