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 - 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:

We are hiring a Manager, AI Quality Evals to build and lead a small, senior team responsible for the human evaluation system behind Glean’s AI product quality. This role will own the operational backbone for AI output evaluation: labeling operations, quality feedback analysis and triage, evalset quality, rubric design, and recurring quality reporting.

This is a high-visibility, cross-functional leadership role at the center of product quality, model evaluation, and release readiness. You will partner closely with Engineering, Product, QA, and the eval infrastructure team to ensure every dataset, judge, and rubric we rely on is realistic, validated, and tied to measurable quality lift.

You will:

Lead Glean’s end-to-end operational evaluation motion across human labeling, benchmarking, and product-quality analysis.
Build and manage a high-leverage team focused on answer quality, evals, and recurring labeling operations.
Establish operating rhythms for weekly triage and labeling, eval health reviews, and quality readouts.
Maintain repeatable benchmarks and frontier-model baselines.
Evaluate performance across priority workflows and quality dimensions such as task success, response quality, MCP and tool use, actions reliability, and end-to-end Cowork workflow execution.
Partner with the eval team to curate new evalsets, generate labeled datasets, support model training needs, and improve LLM-as-a-judge raters.
Own labeling guidelines, human calibration, and the ongoing effort to debias LLM judges against human labels.

About you:

7+ years of experience in evaluation operations, data labeling, quality operations, ML data operations, technical program management, or a related function leading ambiguous, cross-functional work.
Experience leading or mentoring high-performing ICs in a small, fast-moving team environment.
Deep familiarity with AI product evaluation, human labeling systems, benchmarking, rubric design, and quality measurement.
Experience with LLM-as-a-judge systems, calibration, or model-eval tooling.
Experience supporting quality intelligence or benchmark programs for AI products.
Strong analytical judgment; you can separate signal from noise, identify failure patterns, and turn ambiguous quality issues into clear actions.
Comfortable operating at the intersection of Product, Engineering, Data Science, and infrastructure teams, and able to lead through influence rather than authority.
Strong communication and operating rigor; you can run repeatable cadences, align stakeholders, and present crisp quality insights to leadership.
High bar for realism and quality; you care not just about eval volume, but about measurable lift in product quality and ROI.
Experience with vendor-managed data workflows, dataset acceptance, or data quality gates.

Location:

This role is hybrid (4 days a week in our Mountain View office)

Compensation & Benefits:

The standard base salary range for this position is $195,000 - $240,000 annually. Compensation offered will be determined by factors such as location, level, job-related knowledge, skills, and experience. Certain roles may be eligible for variable compensation, equity, and benefits.

We offer a comprehensive benefits package including competitive compensation, Medical, Vision, and Dental coverage, generous time-off policy, and the opportunity to contribute to your 401k plan to support your long-term goals. When you join, you'll receive a home office improvement stipend, as well as an annual education and wellness stipends to support your growth and wellbeing. We foster a vibrant company culture through regular events, and provide healthy lunches daily to keep you fueled and focused.

We are a diverse bunch of people and we want to continue to attract and retain a diverse range of people into our organization. We're committed to an inclusive and diverse company. We do not discriminate based on gender, ethnicity, sexual orientation, religion, civil or family status, age, disability, or race.

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AI-First Mindset at Glean:

At Glean, AI fluency is core to how we work and we're committed to ensuring every new hire feels confident integrating AI into their everyday work. As part of the interview process, you'll complete a brief AI-focused exercise or discussion so we can understand how you think about, design, and use AI to drive impact in your role. Feel free to reference any tools, platforms, or workflows you use today — prior Glean experience isn't required.

Global Data Privacy Notice for Job Candidates and Applicants:

Depending on your location, the General Data Protection Regulation (GDPR), California Consumer Privacy Act (CCPA), or other privacy laws may regulate the way we manage the data of job applicants. Our full notice outlining how data will be processed as part of the application procedure for applicable locations is available in our Privacy Policy.

Manager, AI Quality Evals

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