Improve and evolve Tailscale’s customer-facing documentation site and user experience.

Maintain and expand docs-as-code tooling and content publishing pipelines for internal and external contributors.

Integrate documentation with the Tailscale platform in collaboration with engineering and product teams.

Monitor platform performance and maintain scalability for millions of monthly visitors.

Proven experience building, extending, maintaining, and deploying documentation sites with tools such as Hugo, Docusaurus, NextJS, or Astro.

Fluency in TypeScript or JavaScript and React, with comfort using Python, command-line interfaces, shell scripting, and Git.

Ability to implement designs using modern HTML and CSS.

Experience with CI/CD pipelines, automated testing, and automation for content or documentation workflows.

Ability to explain how LLMs can support application development and consume documentation content.





Understanding of how LLMs consume documentation and of multi-format outputs such as HTML, JSON, XML, raw Markdown, PDF, and ePub are preferred.

Remote-first, versatile work environment with access to virtual and in-person social events and a corporate coworking program.

- Base salary, equity incentive plan, and variable commission for quota-based roles.
- Comprehensive health, vision, dental, and other group benefits with no waiting period.
- Employer-funded retirement contributions matching employee contributions dollar-for-dollar up to 0.75% of eligible compensation.
- Annual company retreat, team off-sites, and support for distributed collaboration across Canada, the United States, the United Kingdom, and Singapore.
- $Flexible paid time off and paid parental leave of 20 weeks for birthing parents and 16 weeks for non-birthing parents.

📌 Platform Engineer (Remote) (Canada)
🏢 Tailscale
📍 Canada