Tailscale

Security Infrastructure Engineer

Remote (Canada)
Remote
DevOps Engineer
Posted 09 May 2026
Job Description

Role Overview

Tailscale is looking for a Software Engineer specializing in security and infrastructure to grow their product security team. You'll design and build security controls, improve Tailscale's security properties, and spend 25–50% of your time writing software. The role requires strong async collaboration skills and the ability to work with highly technical teams.

Responsibilities

  • Design and build security controls across cloud platforms, OS, Kubernetes, networks, and CI/CD pipelines
  • Identify and implement security and privacy improvements across the codebase
  • Audit Tailscale infrastructure for technical security weaknesses and drive mitigations to resolution
  • Support engineering decisions with threat modeling and security analysis
  • Act as Subject Matter Expert during security incidents for infrastructure-level containment and remediation

Requirements

  • Expertise in cloud platform security (AWS preferred), multi-cloud networks, and cloud-agnostic system design
  • Familiarity with container security, orchestration security, and authentication/authorization
  • Knowledge of web/internet security fundamentals — WAFs, TLS, PKI, DNS security
  • Proficiency in at least one programming language (Tailscale uses Go) and IaC tools like Terraform or Ansible
  • Prior experience in infrastructure security, security operations, threat modeling, or incident response
  • Knowledge of OS internals, security mechanisms, and common networking protocols

Benefits

  • Competitive base salary + equity incentive plan
  • Comprehensive health, vision, and dental coverage from Day 1
  • $1,500 USD/year for professional development
  • $1,000 USD home office setup budget + monthly internet reimbursement
  • Flexible paid time off
  • Parental leave top-up for up to 26 weeks
  • Annual company retreat and team off-sites
Tech Stack Required
Kubernetes
AWS
Go
CI/CD