Documentation Platform Engineer

The posting, as Tailscale wrote it

Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!

About Tailscale

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

About the Role

We're looking for an experienced full-stack Documentation Platform Engineer to evolve our documentation site into a platform that delivers an exceptional experience for Tailscale's prospective and current customers.

You'll build, maintain, evolve, and support the platform and tools that internal teams and external contributors use to showcase Tailscale's features and products. This includes the documentation platform itself, our content pipelines, API documentation, and search. You'll work on a highly-visible customer-facing documentation site and you'll influence how documentation gets created, published, and consumed.

Key Responsibilities

• Continuously improve and evolve our documentation site to create a helpful, delightful, and educational experience that helps homelabbers, developers, and enterprises (and their agents) get the most of out of Tailscale's products and features.
• Maintain and expand our docs-as-code tooling and content publishing pipelines, ensuring a smooth experience for both internal and external contributors to publish error-free content quickly.
• Work cross-functionally with other engineering and product teams to integrate documentation with the Tailscale platform.
• Partner with designers, user research, and growth teams to implement designs and features as they move from experimentation to production.
• Help shape and tune a modern search and discovery infrastructure to help visitors, and agents, discover answers quickly.
• Work with open source contributors through GitHub discussions, issues, and pull requests.
• Monitor the platform's performance and maintain scalability for millions of visitors per month.
• Stay ahead of documentation trends through research, experimentation, and measuring results.

What We Are Looking For

• You have a proven track record of building, extending, maintaining, and deploying documentation sites using static site generators like Hugo or Docusaurus, or documentation platforms built on NextJS, Astro, or other similar tools.
• You are familiar with a docs-as-code publication workflow, and you understand the impact

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• Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
• Paid parental leave program . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .