Content Specialist III – AI Evaluation, Prompting

Linda Werner & Associates, Inc

. Test new AI model versions across a variety of topics, use cases, and conversation types .

Posted 10/31/2026contractRemote • United StatesMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in evaluating AI model outputs and applying detailed rubrics to ensure quality and compliance. Possesses strong written communication skills and the ability to adapt to changing product priorities while conducting thorough investigations.

Highest-signal resume keywords

AI Evaluation ExperienceQuality AssuranceAttention To DetailClear Written CommunicationSubject Matter Expertise

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

AI Model EvaluationPromptingAnnotationRed TeamingFact-CheckingResearch SkillsFailure InvestigationQuality Standards AssessmentRubric ApplicationContent Evaluation

Soft Skills

Strong JudgmentAdaptabilityClear DocumentationProblem-SolvingIndependent Judgment

Industry Keywords

Generative AILarge Language ModelsLinguisticsJournalismSTEMPolicyProduction

About the role

Key responsibilities & impact

Test new AI model versions across a variety of topics, use cases, and conversation types
Evaluate model responses against established rubrics, guidelines, and quality standards
Identify and document specific examples of successful and unsuccessful model behavior
Write and refine system prompts that help shape model personality, tone, and behavior
Assess whether evaluation rubrics and quality standards effectively measure model performance
Perform quality reviews of both human and agent-based evaluations to ensure accuracy and compliance
Conduct hands-on experiments with AI models and products
Investigate model failures and document findings clearly
Apply detailed instructions and evaluation criteria consistently across a high volume of work
Adapt quickly as product priorities, model behavior, and evaluation needs evolve
Balance quality, speed, volume, and independent judgment while following detailed instructions
Translate observations about AI responses into clear and actionable feedback

Requirements

What you’ll need

5+ years of experience in writing, editing, journalism, production, linguistics, STEM, coding, policy, or another relevant subject matter field
1+ year of hands-on AI experience preferred, including prompting, annotation, evaluation, or red teaming
Bachelor’s degree or equivalent experience
Deep expertise in at least one subject area with the ability to evaluate content as a subject matter expert
Strong judgment and attention to detail with the ability to consistently apply detailed rubrics, verify information, and identify quality issues
Experience evaluating generative AI or large language model outputs
Strong fact-checking and research skills
Ability to verify claims against original sources
Experience conducting detailed failure investigations
Clear written communication and documentation skills
Ability to flag questions and blockers early
Comfortable shifting priorities as product needs change
Ability to work 40 hours per week, Monday to Friday, on an 8-hour shift
English language proficiency required
Must address current or future US work sponsorship requirements

Benefits

Comp & perks

Dental insurance
Health insurance
Health savings account
Life insurance
Paid time off
Retirement plan
Vision insurance
8 hour shift
Monday to Friday