Security Infrastructure Engineer
Tailscale, Remote (Canada) +1
- Pay
- CA$218K–CA$273K / year
- Work type
- Remote
- Level
- Not stated
- Area
- Security engineering, Infra, platform & SRE
- Posted
- Aug 20, 2026
About the role
Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!
About Tailscale
Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.
About the Role
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.
Key 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.
- You will spend 25-50% of your time in this role writing software vs purely operational or governance security responsibilities.
What We Are Looking For
Technical
- 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
Similar roles at other companies
Pay not posted
Posted May 20, 2026
Security Engineer, Product Security
Scale AINew York, NY +3
$278K–$347K / yr
Posted Dec 22, 2025
Pay not posted
Posted Sep 29, 2026
Security Engineer, Infrastructure
Scale AINew York, NY +3
$238K–$297K / yr
Posted Jan 12, 2026
Listed on Tailscale's Greenhouse job board; checked 22 h ago. First seen by us 22 h ago. Being listed doesn't mean the team is actively interviewing. We found this board in a public directory and haven't yet confirmed it against the company's own careers page.