Content Systems Engineer, Technical Documentation

About the role

Glean is looking for a Content Systems Engineer to own the documentation experience for our connectorsthe integrations that allow Glean to securely access knowledge across our customers systems.

Connector documentation serves technical administrators responsible for configuring access, authentication, permissions, and deployments within their organizations. Keeping this information complete and accurate across a rapidly evolving product requires more than traditional authoring. It requires scalable systems that can detect change, generate and validate content, surface risk, and prevent documentation from drifting away from the product.

In this role, you will combine technical-writing expertise with programming, information architecture, and advanced AI practices. You will build deterministic automation and agentic workflows that improve documentation freshness and accuracy while reducing repetitive manual work. You will remain accountable for the quality of the resulting customer experiencenot merely for producing content.

This is an AI-first documentation role. You will use AI to analyse complex inputs, generate and transform content, identify gaps, and support maintenance at scale. You will provide the judgment, technical understanding, evaluation systems, and guardrails needed to ensure that those systems produce accurate, useful, and trustworthy results.

The systems and practices you establish for connector documentation will also help improve quality across Gleans broader documentation set.

You will:

• Own the end-to-end quality, organization, and maintenance of Gleans connector documentation.
• Develop a deep understanding of how Gleans connectors work, including their configuration, authentication, permissions, deployment, and troubleshooting requirements.
• Build and maintain scripts, agents, and content pipelines that automate documentation creation, transformation, validation, and maintenance.
• Design reusable AI workflows that combine appropriate models, tools, product context, instructions, and human review.
• Create evaluations and guardrails for AI-generated and AI-maintained documentation, investigate failures, and improve the context, tools, prompts, and systems that shape output quality.
• Build deterministic checks that detect stale, inconsistent, incomplete, or inaccurate documentation.
• Establish an information architecture that helps technical administrators navigate complex setup and configuration flows.
• Partner with Engineering, Product, QA, Support, field teams, and customers to understand product behavior, identify documentation risks, and prioritize improvements.
• Define and track measures of documentation health, including freshness, accuracy, automated-check coverage, manual effort, and field or support complaints.
• Apply successful tools, standards, and quality systems from the connector domain to the broader Glean documentation practice.

About you:

• Prior professional experience of 8-10 Years creating or maintaining technical documentation for a complex software product.
• A bachelors degree in computer science, technical communication, engineering, or another relevant field.
• Demonstrated ability to independently build, debug, test, and maintain useful scripts, agents, automations, or content pipelines.
• Strong proficiency in at least one programming language, preferably Python, TypeScript, or JavaScript.
• Experience with docs-as-code or software-development workflows, including Git, GitHub, command-line tools, code review, and CI/CD.
• Advanced practical experience using AI beyond one-off content generation, such as:
• Strong knowledge of technical-writing and content-design principles, including audience analysis, information architecture, task-oriented documentation, and progressive disclosure.
• The judgment to organize large amounts of ambiguous or conflicting information without producing unverified or low-quality content.
• The ability to learn a technically complex product deeply and explain how it works with authority.
• Clear communication skills and the ability to work effectively with engineers, product managers, QA, support teams, field teams, and other subject-matter experts.
• A customer-focused approach to evaluating documentation quality and prioritizing improvements.
• Willingness and ability to work on-site full time in Gleans Bangalore office.
• Recent professional experience in software development, test automation, or quality assurance.
• Experience building automated tests or content-quality checks with tools such as Playwright.
• Experience documenting enterprise software, APIs, authentication systems, permissions models, integrations, or administrative workflows.
• Familiarity with API specifications and structured documentation sources, including OpenAPI.
• Experience working directly with customers or conducting structured customer research.
• Experience defining service-level objectives or other measurable standards for documentation freshness and accuracy.

Location:

• This role is hybrid (3 days a week in our Bangalore office)

Compensation & Benefits:

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 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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