Data Scientist, Agent Evaluations & Quality

About the Role This role sits at the intersection of applied data science and AI product quality for a small, fast-moving AI productivity startup building autonomous agents that handle email, calendar, browser, and business software tasks. You will own the measurement of agent quality end-to-end: turning ambiguous product behavior into rigorous, actionable evaluation systems that directly guide engineering and product decisions. What You'll Do • Architect and maintain automated evaluation pipelines that measure agent quality across capabilities and product surfaces. • Translate agent capabilities into explicit success criteria, including pass, partial-pass, and failure definitions for complex multi-step tasks. • Build representative gold datasets and regression suites covering common workflows, edge cases, ambiguous requests, and adversarial scenarios. • Define and track metrics such as task success, tool-selection accuracy, instruction adherence, factual consistency, latency, cost, and reliability. • Design deterministic and model-based graders, calibrate LLM-as-a-judge systems, and measure grader agreement, false positives, and false negatives. • Analyze traces, tool calls, model outputs, and production outcomes to identify root causes and build a useful failure taxonomy. • Compare models, prompts, tools, and capability implementations using rigorous offline experiments and production evidence. • Build dashboards and release-quality signals that make evaluation results understandable and actionable for engineering, product, and leadership. • Partner with capability engineers to recommend improvements and verify that fixes raise quality without unacceptable regressions in cost, latency, or reliability. What We're Looking For • 5+ years in data science, machine learning, or analytics roles, with a focus on evaluation systems, metrics frameworks, or quality measurement for production systems. • Demonstrated experience designing and implementing evaluation frameworks, grading systems, and success criteria for ML or AI systems in production. • Strong Python and SQL proficiency with the ability to build automated data pipelines and production-quality analysis code at scale. • Solid statistical and experimental design knowledge: sampling, variance, uncertainty quantification, bias detection, confounding variables, and significance testing for non-deterministic systems. • Experience with ground-truth data development: labeling guideline design, annotation quality control, ambiguity resolution, and dataset maintenance. • Working knowledge of LLM behavior, tool use, retrieval systems, multi-step execution, and practical failure modes of language model systems. • Ability to connect quantitative patterns to individual system traces and identify failure origins across model, prompt, context, tools, data, and application logic. • Experience communicating evaluation results, methodology, uncertainty, and trade-offs to both technical and non-technical stakeholders. • Comfort operating with high ownership in ambiguous, fast-moving environments, independently turning open-ended quality questions into evaluation systems. • Experience with LLM-as-a-judge systems, agentic or multi-step task evaluation, or benchmarking platforms for AI systems is a strong plus. Location On-site in Palo Alto, California, United States. Visa sponsorship is not available for this role.