
Job Overview
Location
Remote (Canada)
Job Type
Full-time
Category
DevOps & SysAdmin
Date Posted
April 21, 2026
Full Job Description
đź“‹ Description
- • As an Infrastructure Engineer at Tailscale, you will play a critical role in enabling internal teams by building shared engineering services and tools that support business operations and product development.
- • Day to day, you will design, build, test, and document core software components, improve observability through metrics and logging, automate infrastructure changes using IaC, collaborate on cross-functional improvements, and support incident response and customer escalations.
- • Tailscale is a fully remote, early-stage company building secure, easy-to-use networking software that connects people and devices globally, backed by top-tier investors and serving users from hobbyists to multinational corporations.
- • In this role, you will deepen your expertise in distributed systems, cloud infrastructure, and observability while gaining end-to-end ownership of impactful internal tools and processes that directly enable team success across the organization.
Skills & Technologies
About Tailscale Inc.
Tailscale Inc. provides a zero-config virtual private network built on the open-source WireGuard protocol. It creates secure, encrypted mesh networks that connect devices, servers and users without traditional VPN hardware or complex firewall rules. The software runs on Linux, macOS, Windows, iOS, Android and container platforms, integrating with identity providers like Google Workspace, Microsoft Entra ID and Okta. Organizations use Tailscale to enable remote access to internal applications, SSH, RDP, databases and development environments, while maintaining centralized access controls and audit logs. The company is privately held and headquartered in Toronto, Canada.
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