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AI Evaluation Specialist

System One Holdings, LLC

AI Evaluation SpecialistIn this position, you'll evaluate enterprise AI tools and capabilities to determine their effectiveness, safety, usability, and readiness for business adoption. You'll partner with product managers, data scientists, AI engineers, software engineers, security and privacy teams, and business stakeholders to define evaluation criteria and conduct structured assessments of generative AI products and platforms, including tools such as OpenAI and life sciences models like Rosalind. You will design repeatable evaluation frameworks, test real-world use cases, analyze model and product behavior, and translate findings into clear recommendations. You will be responsible for comparing AI solutions across quality, accuracy, reliability, safety, privacy and security.Key Job ResponsibilitiesPlan and execute hands-on evaluations of AI tools such as OpenAI and life sciences models like Rosalind using representative business scenarios, workflows, prompts, datasets, and user personas.Assess AI solutions for response quality, factual accuracy, relevance, consistency, reasoning, instruction following, reliability, latency, usability, accessibility, and overall task effectiveness.Design and maintain standardized evaluation frameworks, scorecards, rubrics, and acceptance criteria for enterprise AI tools, models, agents, and AI-enabled applications.Evaluate safety, privacy, security, data handling, governance, and responsible AI considerations in collaboration with security, privacy, legal, and governance stakeholders.Conduct comparative evaluations and proof-of-concept assessments across multiple AI products, models, configurations, and vendors, including analysis of functionality, integration requirements, performance, and cost.Evaluate AI agents and tool-enabled workflows, including retrieval-augmented generation (RAG), enterprise search, file and data analysis, connectors, APIs, and Model Context Protocol (MCP)-enabled capabilities where applicable.Stay current with advancements in generative AI, model evaluation, AI safety, responsible AI, and emerging enterprise AI products and incorporate relevant methods into the evaluation program.Engage in knowledge sharing and contribute to building a strong, collaborative team environment.Job Requirements:5+ years of experience in model evaluation, model quality assurance with hands-on experience evaluating AI-enabled products or servicesExperience developing structured evaluation plans, test cases, scoring rubrics, benchmarks, and measurable acceptance criteriaExperience with hands-on generative AI tools and large language models, including prompt design, systematic testing, output analysis, and identification of hallucinations and other failure modesExperience assessing AI systems across dimensions such as accuracy, relevance, consistency, safety, bias, privacy, security, usability, performance, and costAbility to demonstrate familiarity with common generative AI architectures and capabilities, including large language models, retrieval-augmented generation (RAG), AI agents, APIs, enterprise search, and tool or connector integrationsBachelor's degreeMust be a U.S. Citizen or Lawful Permanent Resident (Green Card Holder)Job Desirable Skills:Experience evaluating enterprise AI platforms or assistants, including OpenAI products and life sciences models like Rosalind or comparable generative AI solutionsExperience with automated LLM evaluation frameworks, model-as-a-judge approaches, human-in-the-loop evaluation, red teaming, or adversarial testingExperience evaluating RAG systems, AI agents, MCP-enabled tools, enterprise connectors, or multi-step AI workflowsExperience developing dashboards or reporting mechanisms for AI evaluation metrics, quality trends, risk findings, and regression resultsAbility to work with datasets and evaluation results using tools such as Python, SQL, spreadsheets, notebooks, or analytics platforms to calculate metrics, identify patterns, and summarize findingsPossession of an industry-recognized certification in AI, machine learning, data science, cybersecurity, cloud technologies, or responsible AIMaster's degree preferred

Vacancy posted 5 days ago
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