AI Engineer - Data and Evals

About Glean:

Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles.

At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level.

Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality.

If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more. You'll be deeply embedded where people get things done. You'll ship agentic capabilities on an open, extensible stack, with the craft and care required for enterprise trust, as we bring Work AI to every employee, in every company.

About the Role:

The bottleneck in building reliable, useful AI is no longer writing code. It's defining what good looks like and measuring how well our products deliver it. That takes high-quality data and evals that teams can trust.

Our team owns data and evaluation science for Glean's AI products. We build evalsets, agentic LLM-judges, and benchmarks that capture what good looks like, along with the platform and infrastructure that run evals reliably at scale, and enterprise simulation environments where we test how our assistants and agents actually perform. Starting from real production usage, you'll turn what we learn into evals that guide improvements across the entire stack, from agent harnesses to tool use, skill iteration, model routing, and post-training of task specific models.

You'll bring new research into production and partner with R&D, product, and GTM to turn findings from evals into better products and customer outcomes. If you care about quality and want to build the systems that measure it, this role is for you.

You will:

Build evalsets and benchmarks from expert-curated examples, production data, synthetic data, and past failures, covering edge cases and key user slices.

Build and scale the eval platform and agent observability: 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 evals 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 eval results into concrete fixes, weighing quality against lat