AI Evaluation Specialist - Remote

YO AI Labs; Chicago (IL); Remote; USD 55,000 - 83,000; Full time

Job summary

YO AI Labs seeks an AI Evaluation Specialist for a remote, contract-based role to assess enterprise AI outputs against detailed rubrics and improve overall evaluation quality.

You will provide clear, actionable feedback, help refine evaluation criteria, and document findings to support ongoing improvements in AI systems.

Qualifications

• Experience in grading, QA, or editorial review.
• Daily use of AI assistants such as ChatGPT or Claude.
• Strong written communication abilities.
• Ability to analyze complex information and maintain consistency across evaluations.
• Comfortable working independently on high-volume tasks.

Responsibilities

• Assess AI-generated outputs against detailed rubrics for accuracy, relevance, quality, and guideline adherence.
• Apply consistent and objective judgment across large volumes of examples.
• Identify reasoning gaps, tool-use issues, logical errors, and inconsistencies.
• Provide concise, actionable feedback highlighting strengths and areas for improvement.
• Participate in discussions around rubric interpretation and evolving quality standards.
• Contribute to process improvements and evaluation best practices.
• Maintain accurate documentation of evaluations and recommendations.

Skills

Quality assurance

Editorial review

AI evaluation

Written communication

Independent work

Tools

ChatGPT

Claude

Job description

AI Evaluation Specialist

Role Type: Contractor
Location: Remote — US, Canada, UK, Ireland, Australia, New Zealand

We are seeking experienced AI Evaluation Specialists to assess and improve the quality of AI assistant outputs for an enterprise AI training project.

You'll evaluate AI-generated responses using defined quality standards, identify issues, and provide clear feedback to help improve AI systems. No prior formal AI experience is required.

Scope of Work

• Evaluate AI-generated outputs against detailed rubrics for accuracy, relevance, quality, and adherence to guidelines.
• Apply consistent and objective judgment across large volumes of examples.
• Identify reasoning gaps, tool-use issues, logical errors, and inconsistencies.
• Provide concise, actionable feedback highlighting strengths and areas for improvement.
• Participate in discussions around rubric interpretation and evolving quality standards.
• Contribute to process improvements and evaluation best practices.
• Maintain accurate documentation of evaluations and recommendations.

Preferred Qualifications

• Experience in grading, quality assurance, editorial review, assessment, annotation, or similar analytical work.
• Advanced, daily use of AI assistants such as ChatGPT, Claude, or similar tools.
• Strong ability to analyze complex information and communicate findings clearly in writing.
• Experience with process improvement, rubric development, or quality assessment.
• Strong critical-thinking skills with a focus on consistency, accuracy, and fairness.
• Comfortable working independently on high-volume evaluation tasks.
• Strong attention to detail and ability to identify subtle quality issues.
• Collaborative approach to resolving ambiguous cases and improving evaluation criteria.