[Hiring] Data Labeler REMOTE USA

Position: Data Labeler

Date Posted: April 15, 2026

Industry: Artificial Intelligence / EdTech / Data Annotation / Learning Technology

Employment Type: Full Time (Independent Contractor – Remote)

Experience: Minimum 1 Year in Data Annotation, QA, Content Moderation, or Similar Review-Based Roles

Qualification: Bachelor’s Degree or Equivalent Experience with Strong English Comprehension and Analytical Skills

Salary: $15 per hour (Approx. $30,000 per year)

Location: United States (Remote)

Company: Crossover (LearnWith.AI)

Description:
Crossover, in collaboration with LearnWith.AI, is hiring a detail-focused Data Labeler to support the development of AI-powered learning systems. This role is designed for individuals who prioritize accuracy, consistency, and structured evaluation over speed, ensuring that high-quality labeled datasets are created to improve AI-driven educational tools.

LearnWith.AI combines learning science, data analytics, and artificial intelligence to enhance student learning experiences. The Data Labeler will play a critical role in transforming raw student session recordings into precise, structured, and rubric-based labeled datasets that directly impact model performance.

This position follows a structured workflow with continuous feedback, calibration sessions, and strict quality standards to ensure accuracy and consistency across all annotations.

Key Responsibilities:

• Review recorded student sessions and identify key behavioral events with precise timestamp labeling

• Apply structured rubrics to categorize student actions accurately and consistently

• Evaluate and correct AI/LLM-generated pre-annotations, improving label accuracy

• Identify missing events, incorrect labels, and timing inconsistencies in AI outputs

• Document clear reasoning for ambiguous cases, including rubric references and decision logic

• Maintain detailed annotation logs and report edge cases or unclear scenarios

• Participate in calibration sessions and integrate QA feedback for continuous improvement

What You Will Not Be Doing:

• Training AI models or conducting behavioral research

• Modifying or redefining annotation rubrics independently

• Prioritizing speed over accuracy and precision

• Handling unrelated or inconsistent task types outside the defined workflow

Requirements:

• Minimum 1 year of experience in data annotation, QA, content moderation, or similar roles

• Strong English comprehension and ability to follow detailed instructions precisely

• Ability to focus on video-based tasks for 4–6 hours daily

• Strong observational skills to detect subtle behavioral and visual cues

• Excellent written communication for documenting reasoning and edge cases

• Reliable internet connection suitable for continuous video review

• Experience reviewing or correcting AI-generated annotations is preferred

About LearnWith.AI:
LearnWith.AI is a remote-first edtech company that integrates AI, data science, and learning research to improve student outcomes. By combining decades of learning science with modern AI systems, the platform aims to make learning more effective, efficient, and engaging for students worldwide.

This role is a full-time (40 hours/week), long-term independent contractor position under Crossover. Work is performed remotely with structured performance evaluation and weekly compensation.

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