Security Infrastructure Engineer

Tailscale

4d • CA$218,420 - CA$273,360 • Remote

About The Position

We’re seeking a talented software engineer, specializing in security and infrastructure, to help grow our product security team. We’re looking for people who can move Tailscale forward while making it safer to use. The abilities to think on your feet, collaborate with highly technical teams, and be comfortable working asynchronously are essential.

Requirements

• Expertise in the security of cloud platforms (e.g., AWS), especially securing multi-cloud networks and infrastructure, and designing cloud agnostic systems
• Familiarity with container security, orchestration security, and authentication/authorization
• Familiarity with internet/web security fundamentals: WAF’s, TLS, PKI, DNS security, etc.
• Proficiency developing in at least one programming language (Tailscale uses Go) and Infrastructure as Code tooling (e.g. Terraform, Ansible)
• Prior experience in a safety-related technical role, e.g.: infrastructure security, security operations, threat modeling and prioritization, digital forensics and incident response
• Knowledge of operating system internals and security mechanisms
• Knowledge of common networking protocols

Nice To Haves

• Ability to give and process constructive feedback
• Ability to work independently and collaboratively
• Flexibility to adjust to the dynamic nature of a startup
• Take a risk-based approach to building security controls, balancing your security expertise and broad technical skillsets with practical, usable solutions

Responsibilities

• Design and build security controls across diverse layers (e.g., cloud platforms, OS, Kubernetes, networks, CI/CD) to defend against sophisticated adversaries and insider threats.
• Improve the security properties of Tailscale by identifying opportunities for security and privacy features, bug fixes, defense-in-depth, and implementing them across our codebase.
• Audit Tailscale infrastructure for technical security weaknesses, identifying mitigations or solutions, and driving them towards resolution.
• Support engineering decisions with threat modeling and security analysis and expertise.
• Act as a Subject Matter Expert during security incidents, focusing on infrastructure-level containment and remediation.

Benefits

• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you).
• Employer-funded retirement contributions. Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
• Annual company retreat, team off-sites, and in-person collaboration with teammates across Canada, the United States, the United Kingdom, and Singapore.
• $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
• Flexible, paid time off program
• Build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
• Paid parental leave program. 20 weeks for birthing parents, 16 weeks for non-birthing parents.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed