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.

We’re seeking a talented software engineer, specializing in security and privacy, to help grow our product security team. The abilities to think on your feet, collaborate with highly technical teams, and be comfortable working asynchronously are essential.

Improve the security properties of Tailscale by identifying opportunities for security and privacy features, bug fixes, and defense-in-depth, and implementing them across our codebase.

Audit Tailscale features 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 at least 50% of your time in this role writing software vs purely operational or governance security responsibilities.

Technical Proficiency developing in at least one programming language (Tailscale uses Go)

Proficiency developing for at least one application platform (e.g. iOS, Android, web, Windows, macOS, Linux)

Prior experience in a safety-related technical role, e.g.:

application security or application platform security penetration testing user experience design or research digital forensics and incident response





Deep understanding of web application vulnerabilities (e.g., OWASP Top 10), client-side security, and common API security flaws

Collaborate with engineering teams to promote secure coding practices and provide targeted security guidance and training

Knowledge of common networking protocols

Take a risk-based approach to building security controls, balancing your security expertise and broad technical skillsets with practical, usable solutions

Tailscale's compensation package includes base salary, equity, and comprehensive benefits. 218,420—$273,360 CAD

We encourage you to help us break that statistic!

An inclusive, flexible environment where you can be your authentic self. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).

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. Some roles require in-office collaboration depending on team needs, which will be clearly noted in the .

Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK.

Support for your personal and professional development. Our versatile, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!

A build-your-own home office setup. Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.

📌 Software Security Engineer, Information Security (Ottawa)
🏢 Tailscale
📍 Ottawa