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Infrastructure Engineer

Tailscale - Remote - Remote - posted 2026-10-10

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Salary: CAD 218,420 - 273,360 / annual

Tailscale is a secure networking platform built on WireGuard that makes safe connection effortless. Founded in 2019 and fully distributed, the company is backed by top-tier VCs including Accel, CRV, and Insight. You will join the engineering team as an Infrastructure Engineer, supporting internal business units through shared engineering services and infrastructure capabilities. You'll own end-to-end projects that empower internal customer-facing teams and drive business decisions through data and observability. Key responsibilities include: - Design, build, test, and document core infrastructure components - Exhibit ownership over running services by building for observability, participating in incident response, and handling customer support escalations - Improve observability through metrics, alerting, logging, and telemetry integration - Identify and build improvements for continuous deployment pipelines - Utilize infrastructure as code to make changes in cloud environments - Collaborate with other engineering teams on cross-functional infrastructure improvements - Automate upgrades for managed services and VMs - Analyze and improve efficiency, scalability, and stability of system resources You'll work asynchronously across a fully remote, early-stage company with highly technical teams. The role requires strong motivation, the ability to think on your feet, and comfort with distributed collaboration. REQUIREMENTS: - Experience with CI/CD, secrets management, infrastructure as code, and observability - Experience with distributed systems - Experience operating managed services in a cloud environment (preferably AWS) - Production Kubernetes experience is a strong plus - Familiarity with networking fundamentals (IP addressing, routing, etc.) - Go programming language experience is a plus (most non-front-end systems are developed in Go) - Ability to give and process constructive feedback and work independently - Flexibility to adapt to startup dynamics - Excellent written and verbal communication skills

About Tailscale

AI / Data / Infrastructure; SaaS / Enterprise Software — secure networking platform built on WireGuard.

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