Context Elicitation & Conversation Evaluation Specialist

You will review conversations between people and AI models in areas such as relationships, work, education, family, planning, wellbeing, and other everyday decisions. Your feedback will help assess whether an AI had enough context to make a useful recommendation.

You will use qualitative review and structured guidelines to identify important missing information and assess whether additional details could have changed the AI's recommendation.

• Identify context the AI should have gathered before making a recommendation.
• Suggest follow-up questions that clarify a person's needs, limits, or situation.
• Distinguish information that materially affects a recommendation from descriptive or non-essential details.
• Review conversations involving interpersonal and real-world decision-making situations.
• Document consistent, high-quality findings while working with research teams.

Pay details are not provided for this role. The position is part-time contract work and requires at least 20 hours per week.

• Experience level: Entry level.
• Relevant professional practice or subject-matter experience: 3 to 5 years.
• Professional background in psychology, social work, counseling, qualitative research, human-computer interaction, communication, conflict resolution, coaching, mediation, student services, organizational consulting, or a related advisory field.
• Relevant experience may include client assessment, interviewing, counseling, case review, conversation analysis, thematic analysis, qualitative coding, or user research.
• Ability to gather context, understand individual or organizational needs, and provide informed recommendations.
• Helpful qualifications include an MSW, social-work credential, counseling or therapy license, PhD or PsyD, or advanced training in HCI, communication, anthropology, sociology, or qualitative research.
• English fluency is required.
• Open to candidates in Argentina, Brazil, Chile, Colombia, Mexico, Peru, Romania, Serbia, Bulgaria, India, the Philippines, South Africa, Nigeria, Kenya, and Egypt.
• Part-time contractor role requiring 20 or more hours per week.

Apply on OpenTrain with your resume and then complete the application on the hiring site.

AI training is the human work behind systems that learn from examples, including reviewing model responses and rating whether they are useful. Conversation evaluators help improve how AI understands context and responds to real-world situations, making relevant professional judgment valuable in the process.