
51 - 200 employees
Founded 2020
☁️ SaaS
🔐 Security
📡 Telecommunications
💰 $100M Series B on 2022-05
SaaS • Security • Telecommunications
Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.
🔥 15 hours ago
🇺🇸 United States – Remote
💵 $163k - $204k / year
⏰ Full Time
🟡 Mid-level
🟠 Senior
🏗️ Platform Engineer
👻 Ghost score 20%
Where this job comes from
Posted on Tailscale's careers page, not through a job board
First seen by Remote Rocketship 15 hours ago
Still open on Tailscale's site. Checked 1 hour ago.

51 - 200 employees
Founded 2020
☁️ SaaS
🔐 Security
📡 Telecommunications
💰 $100M Series B on 2022-05
SaaS • Security • Telecommunications
Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.
• Build, maintain, evolve, and support Tailscale’s documentation platform and tools • Continuously improve the customer-facing documentation site for homelabbers, developers, enterprises, and their agents • Maintain and expand docs-as-code tooling and content publishing pipelines • Enable internal teams and external contributors to publish error-free content quickly • Integrate documentation with the Tailscale platform in collaboration with engineering and product teams • Partner with design, user research, and growth teams to move experiments and features into production • Shape and tune search and discovery infrastructure • Engage with open source contributors through GitHub discussions, issues, and pull requests • Monitor platform performance and maintain scalability for millions of monthly visitors • Research, experiment, and measure documentation trends and results
• Proven track record building, extending, maintaining, and deploying documentation sites using Hugo, Docusaurus, NextJS, Astro, or similar tools • Familiarity with docs-as-code publication workflows • Fluency in TypeScript/JavaScript and React • Comfort with Python, command-line interfaces, shell scripting, and Git • Proficiency with modern HTML and CSS and ability to implement provided designs • Experience with CI/CD pipelines, automated testing, and automation for content or documentation workflows • Ability to explain the impact and implications of LLMs as application-development tools and documentation consumers • Open source experience and comfort engaging with GitHub contributors (nice to have) • Understanding how LLMs consume and interact with documentation (nice to have) • Understanding of multi-format content output including HTML, JSON, XML, raw Markdown, PDF, and ePub (nice to have)
• Base salary, equity incentive plan, and variable commission for quota-based roles • Comprehensive health, vision, and dental benefits with no waiting period for employees and families • Flexible remote-first work environment • Virtual and in-person social events • Corporate co-working program • Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to 0.75% of eligible compensation annually • Annual company retreat and team off-sites • $1,500 USD annually for professional development • Mentorship, coaching, and internal promotion opportunities • Flexible paid time off • Company-owned laptop choice of Mac or PC • Monthly home internet reimbursement • $500 USD home office setup allowance • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
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