Security Infrastructure Engineer
Tailscale - Remote (Canada)
Posted Jan 13, 2026
Benefits
- Parental leave
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- Non-birth-parent leave
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- Family-building benefits
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- Fertility benefits: Not verified
- Adoption assistance: Not verified
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- Mental health support
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- Relocation assistance
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- Childcare support
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About this role
Security Infrastructure Engineer Remote (Canada) About Tailscale Tailscale is building the new Internet 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. Job Description 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
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