AI Engineer - Data and Evals

Glean•San Francisco, CA
•Hybrid

About The Position

Glean is hiring an AI Engineer to build the data and evaluation systems used to assess and improve its AI products. The role focuses on creating high-quality evalsets, agentic LLM judges, benchmarks, evaluation infrastructure, and enterprise simulation environments. Starting from real production usage, the engineer will turn findings into evaluations that guide improvements across agent harnesses, tool use, skills, model routing, and post-training of task-specific models. The role partners with R&D, product, and go-to-market teams to bring research into production and improve product quality and customer outcomes. The position is hybrid, with four days per week in Glean’s Mountain View or San Francisco office. The stated annual base salary range is $200,000–$280,000. Compensation may also include variable compensation, equity, and benefits, depending on the role and other factors.

Requirements

  • At least 5 years of software engineering experience.
  • Strong Go and/or Python skills and backend fundamentals, including APIs, data modeling, testing, and distributed pipelines.
  • Experience building datasets and benchmarks for LLM use cases, RAG, or agents, including evalset curation and synthetic data generation.
  • Familiarity with evaluation methodologies and their tradeoffs, including deterministic metrics, LLM-as-a-judge, pointwise versus pairwise grading, human labeling, and judge calibration.
  • Experience building evaluation or experiment infrastructure that runs reliably at scale, including CI/CD integrations and observability tooling such as OpenTelemetry.
  • Strong analytical skills, including investigating traces and failure cases, writing SQL, and using data and metrics to explain quality changes.

Nice To Haves

  • TypeScript experience.
  • Experience with simulation environments and/or model post-training techniques.

Responsibilities

  • Build evalsets and benchmarks using expert-curated examples, production data, synthetic data, and past failures, covering edge cases and key user slices.
  • Build and scale the evaluation platform and agent observability, including experiment pipelines, trace capture and replay, and dashboards with reproducible, affordable runs.
  • Build agentic LLM verifiers for correctness, groundedness, citation quality, and task success, and calibrate them against human labels using clear rubrics.
  • Run evaluations at every stage, from CI and pre-release suites to sampled production traffic, and report results with confidence intervals.
  • Build enterprise simulation environments with simulated users and realistic company data to test multi-step agent tasks.
  • Diagnose failures by slice and trace, and turn evaluation results into concrete fixes while weighing quality against latency and cost.
  • Partner with R&D, product, and go-to-market teams to bring research into production and translate evaluation findings into product and customer improvements.

Benefits

  • Medical, vision, and dental coverage.
  • Generous time-off policy.
  • Opportunity to contribute to a 401(k) plan.
  • Home office improvement stipend.
  • Annual education stipend.
  • Annual wellness stipend.
  • Regular company events.
  • Healthy lunches daily.
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