163K–204K USD / year
Documentation Platform Engineer
FullstackRemote — United States, Canada, United Kingdom, Singapore
Published on 2026-11-03
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About this role
Build and evolve Tailscale’s customer-facing documentation platform, including its site, content pipelines, API documentation, and search. Improve how customers and contributors create, publish, find, and consume documentation at scale.
About the company
Tailscale builds a zero-config mesh VPN on WireGuard so teams can securely connect devices, servers, and cloud resources without traditional VPN complexity.
Stack
TypeScriptJavaScriptReactPythonHugoDocusaurusNext.jsAstro
What you'll do
- Improve the documentation site and its customer experience
- Maintain docs-as-code tooling and content publishing pipelines
- Integrate documentation with Tailscale’s platform
- Partner with design, research, growth, engineering, and product teams to ship features
- Improve documentation search and discovery
- Engage with open-source contributors through GitHub
- Monitor performance and scalability for millions of monthly visitors
What we're looking for
- Experience building and maintaining documentation sites or platforms
- Familiarity with docs-as-code publishing workflows
- Fluency in TypeScript or JavaScript and React
- Comfort with Python, CLI tools, shell scripting, and Git
- Ability to implement designs using modern HTML and CSS
- Experience with CI/CD, automated testing, and documentation workflow automation
- Ability to explain how LLMs develop applications and consume documentation
Nice to have
- Open-source experience and comfort engaging with GitHub contributors
- Understanding of how LLMs consume and interact with documentation
- Experience with multi-format content output such as HTML, JSON, XML, Markdown, PDF, or ePub
Benefits
- Equity incentive plan
- Health, vision, and dental coverage
- Employer retirement contributions matching up to 0.75% of eligible compensation
- Annual company retreat and team off-sites
- $1,500 annual professional development budget
- Flexible paid time off
- Monthly home internet reimbursement and $500 workstation allowance
- Paid parental leave: 20 weeks for birthing parents and 16 weeks for non-birthing parents