Tailscale

Security Software Engineer

Tailscale
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4 hours ago
Remote, CanadaSenior

Responsibilities

  • Implement security and privacy features, bug fixes, and defense-in-depth improvements across the Tailscale codebase.
  • Audit product features for technical security weaknesses, identify mitigations, and drive issues toward resolution.
  • Support engineering decisions through threat modeling, security analysis, and security expertise.
  • Spend at least 50% of the role writing software.
  • Collaborate with engineering teams to promote secure coding practices and provide targeted security guidance and training.

Requirements

  • Proficiency developing in at least one programming language; Tailscale uses Go.
  • Proficiency developing for at least one application platform such as iOS, Android, web, Windows, macOS, or Linux.
  • Prior experience in a safety-related technical role such as application security, application platform security, penetration testing, threat modeling, user experience research, digital forensics, or incident response.
  • Deep understanding of web application vulnerabilities, client-side security, and common API security flaws.
  • Knowledge of cryptographic primitives and protocols.
  • Knowledge of common networking protocols.
  • Ability to work independently and collaboratively, give and process constructive feedback, and adapt to a dynamic startup environment.
  • Ability to take a risk-based approach to security controls and balance security expertise with practical, usable solutions.

Benefits

  • CAD $218,420–$302,840 base salary range, plus equity and comprehensive benefits.
  • Remote-first and flexible work environment, with most teams working fully remotely and access to corporate coworking spaces.
  • Health, vision, dental, and other group benefits with no waiting period.
  • Employer-funded retirement contributions matching employee contributions dollar-for-dollar up to the stated annual maximum.
  • Annual company retreat, team off-sites, and supported in-person collaboration across Canada, the United States, the United Kingdom, and Singapore.
  • $1,500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off program.
  • Company-owned Mac or PC laptop, monthly home internet reimbursement, and $500 USD for workstation customization.
  • Paid parental leave top-ups of 20 weeks for birthing parents and 16 weeks for non-birthing parents.

Tech Stack

GoiOSLinuxmacOSWindows

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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