Lead, Product Documentation and Knowledge Operations (AI)

Location: Hybrid in Chicago (Green St), Illinois, United States

Salary: $106,277.25–$135,000.00 per year, plus bonus and/or commission eligibility

Company

hirify.global provides a cloud platform for the insurance economy, serving insurers, repairers, automakers, parts suppliers, and other businesses with intelligent technology and AI solutions.

What you will do

• Own release notes and changelogs hands-on and establish the end-to-end documentation operating model.
• Define standards for structure, voice, taxonomy, metadata, templates, versioning, governance, and AI-ready content.
• Set Confluence information architecture and governance for product documentation and related organizational content.
• Integrate documentation workflows with Jira, Confluence, quarterly launch readiness, and stakeholder reviews.
• Establish responsible-AI documentation practices, including source traceability, human review, hallucination checks, and compliance paths.
• Build a trusted product source of truth and eventually hire, coach, and manage technical writers as the function scales.

Requirements

• Hands-on experience writing release notes, changelogs, and precise product or technical documentation.
• Experience establishing documentation standards, governance, and structured-content practices.
• Strong judgment on tailoring and reusing product knowledge across product, engineering, and customer-facing teams.
• Fluency in Jira and Confluence and their use in product and engineering workflows.
• Familiarity with AI-assisted content workflows, semantic search, retrieval-augmented generation, and structured or AI-ready content.
• Ability to identify when documentation requires review by Legal, Privacy, Security, or AI Trust.

Nice to have

• Experience mentoring or leading technical writers.
• Familiarity with APIs, SDKs, feature flags, versioning, integrations, or enterprise SaaS architecture.
• Experience documenting complex B2B SaaS in insurance, automotive, claims, repair, payments, analytics, workflow, or AI environments.

Culture & Benefits

• Full-time employment with hybrid work.
• 401(k) match and stock purchase plan options.
• Paid time off, comprehensive health insurance, and wellness programs.
• Annual incentive plan performance bonus, adoption assistance, and tuition reimbursement.
• Employee Resource Groups and an inclusion-focused workplace.

Hiring process

• A video interview is required.
• Video interviews are transcribed and may be reviewed by CCC and its recruiters.
• Generative AI or automated assistance is not permitted during interviews unless explicitly approved for a specific exercise.