Tailscale Infrastructure Software Engineer

Tailscale • winnipeg, mb • Posted May 28, 2026

Position Overview

Help shape the future of the Internet as an Infrastructure Software Engineer at Tailscale. Focus on enhancing operational efficiency, utilizing your skills in observability and CI/CD practices.

As a full-time member of Tailscale's engineering team, you will work on developing tools and processes that empower various internal business units. This role includes improving the stability of system resources and facilitating internal stakeholder collaboration. Your experience with cloud services, particularly AWS, and distributed systems will be crucial in driving our objectives forward.

Key Responsibilities: • Create and document software infrastructure components • Take ownership of observability initiatives for services • Optimize efficiency and scalability of system operations • Collaborate with engineering for cross-functional improvements • Automate service updates and infrastructure tasks

Requirements: • Strong background in CI/CD and cloud operations • Fami...