Tailscale

Tailscale

Visit websiteLinkedIn201-500 employees

Tailscale builds a software-defined mesh VPN that lets individuals and organizations securely connect devices and services using WireGuard and single sign-on. It sells a subscription SaaS with free and paid plans, offering features like access control lists, device authentication, and admin tooling for teams and enterprises. Founded in 2019 and headquartered in Toronto, the company is privately held and used from hobby projects to corporate networks.

Open Positions at Tailscale

22 open positions

Remote, CanadaSenior

Join Tailscale’s product security team as a Security Software Engineer, building software that strengthens security and privacy across the product. You’ll combine hands-on development with security auditing, threat modeling, and practical guidance for engineering teams.

GoiOSLinuxmacOSWindows
3 days ago
Remote, United StatesMid Level
$163k - $226k/yr

Build security and privacy improvements for Tailscale while spending at least half your time writing software. You’ll audit features, model threats, and partner with engineering teams to make a distributed networking product safer.

GoiOSLinuxmacOSWindows
3 days ago
Remote, United StatesSenior
$143k - $179k/yr

Billing Engineer responsible for building reliable billing, pricing, metering, and payment integrations at Tailscale. This fully remote role combines backend engineering, financial systems expertise, and ownership of billing products across their lifecycle.

4 days ago
Remote, CanadaSenior

Build and own the systems that power Tailscale’s pricing, metering, payments, and billing experience. This backend-focused role combines billing-domain expertise, distributed systems engineering, technical leadership, and cross-functional collaboration in a fully remote environment.

4 days ago
Remote, United StatesSenior
$163k - $204k/yr

Build and evolve Tailscale’s customer-facing documentation platform, content pipelines, API documentation, and search experience. This full-stack role combines product development, developer tooling, performance, and collaboration with internal teams and open-source contributors.

AstroCSSGitHTMLJavaScriptNext.js+3 more
5 days ago
Remote, CanadaSenior

Build and evolve Tailscale’s customer-facing documentation platform, content pipelines, API documentation, and search experience. This full-stack role combines product development, developer tooling, and documentation infrastructure for millions of monthly visitors.

AstroCSSGitHTMLJavaScriptNext.js+3 more
5 days ago
Remote, United StatesSenior
$163k - $204k/yr

Own the architecture and evolution of Tailscale’s next-generation web console as a Frontend Engineer. You’ll build scalable frontend platform capabilities, identity-related systems, and shared tooling for a fully remote engineering organization.

6 days ago
Remote, CanadaSenior

Own the frontend architecture and platform for Tailscale’s next-generation unified web console, with a focus on React, identity-related systems, and scalable developer workflows. This fully remote role combines product engineering, frontend infrastructure, browser security, testing strategy, and technical leadership.

6 days ago
Remote, United StatesMid Level
$181k - $226k/yr

Infrastructure Engineer building shared engineering services, cloud infrastructure, observability, and automation that help Tailscale teams operate effectively. This fully remote role combines infrastructure development, production service ownership, incident response, and internal customer enablement.

29 days ago
Remote, CanadaMid Level

Tailscale is hiring an Infrastructure Engineer to build and operate shared engineering services, improve observability and deployment systems, and enhance the scalability and stability of its distributed product. This fully remote role focuses on cloud infrastructure, automation, and supporting internal and customer-facing teams.

29 days ago

Unlock 12 More Matching Jobs

Create an account to view all jobs matching your criteria.

First to know

Discover the latest jobs before everyone else

Zero Spam

No ghost jobs, reposts, or sponsored listings

AI-powered filters

Find the most relevant jobs for you

Wall of Love

Contact me