Tailscale

Security Infrastructure Engineer

Tailscale
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2 months ago
Remote, CanadaSenior

Responsibilities

  • Design and build security controls across cloud platforms, operating systems, Kubernetes, networks, and CI/CD.
  • Identify and implement security and privacy features, bug fixes, and defense-in-depth improvements across the codebase.
  • Audit Tailscale infrastructure for technical security weaknesses and drive mitigations through resolution.
  • Support engineering decisions with threat modeling, security analysis, and security expertise.
  • Act as a subject matter expert during security incidents, focusing on infrastructure-level containment and remediation.
  • Spend approximately 25–50% of the role writing software rather than focusing solely on operational or governance security work.

Requirements

  • Expertise securing cloud platforms such as AWS, including multi-cloud networks and infrastructure and cloud-agnostic system design.
  • Familiarity with container security, orchestration security, authentication, and authorization.
  • Familiarity with web security fundamentals including WAFs, TLS, PKI, and DNS security.
  • Proficiency in at least one programming language and Infrastructure as Code tooling such as Terraform or Ansible.
  • Prior experience in infrastructure security, security operations, threat modeling and prioritization, or digital forensics and incident response.
  • Knowledge of operating system internals, security mechanisms, and common networking protocols.
  • Ability to work independently and collaboratively, give and process constructive feedback, and take a practical risk-based approach to security controls.

Benefits

  • Remote-first, flexible work environment with asynchronous collaboration and a corporate co-working program.
  • Comprehensive health, vision, dental, and other group benefits with no waiting period.
  • Employer-funded retirement contribution matching.
  • Annual company retreat, team off-sites, and support for intentional in-person collaboration across distributed locations.
  • Professional development support, mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off and paid parental leave.
  • Company-owned laptop choice, monthly home internet reimbursement, and home office setup support.

Tech Stack

Categories

Tailscale

About Tailscale

201-500 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.

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