AI Evaluation Specialist

Role Type: Contractor
Location: Remote US Canada UK Ireland Australia Current Zealand

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

Youll 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.
Solid attention to detail and ability to identify subtle quality issues.
Team-oriented approach to resolving ambiguous cases and improving evaluation criteria.

📌 Ai Evaluation Specialist Remote Toronto
🏢 YO AI Labs
📍 Toronto