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 skilled and diligent full time Software Engineer to join our growing team. Utilize extensive network engineering knowledge coupled with software development and SRE/DevOps proficiency to design, construct, and oversee Tailscale’s global Funnel and DERP relay infrastructure. Promote operational excellence and automation to guarantee the scalability, high availability, and performance of hosted services.

Offer architectural guidance and troubleshoot escalated networking problems for customers to address intricate connectivity issues. Partner with internal engineering and product groups to advance hosted services and clients, ensuring updates provide broad value to our customer base. Support network connectivity capabilities and features by contributing to the open-source client code and developing the Tailscale product dataplane.

Because we’re an early-stage and fully remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential. Design, construct, evaluate, and provide documentation for networking features, connectivity solutions, and the open-source client-code network dataplane.

Enhance and iterate on product capabilities, specifically focusing on Funnel and DERP relay infrastructures and their associated network protocols. Investigate and rectify complex, escalated network difficulties encountered across diverse technical environments. Maintain accountability for Tailscale's live services by integrating observability, engaging in incident management, and managing technical support escalations.

Evaluate and boost the performance, reliability, and scaling capabilities of our networking resources and systems.



Apply a security-centric approach to every stage of development, from initial design to final implementation of networking components. Proven track record in networking software development and troubleshooting Expertise in core networking principles such as VPNs, NAT traversal, routing, and IP addressing Experience with distributed systems, maintaining global-scale services, and applying SRE & DevOps methodologies Most of the systems are developed in the Go programming language.

Superior communication abilities, both in writing and speaking 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. 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).

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

Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.



Support for your personal and professional development.

Our flexible, 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. Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. Our hiring process uses AI-assisted tools to help screen and assess candidates. As set forth in Tailscale’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.

We are not currently providing relocation support for this role. We are not currently able to provide immigration support for this role.

Voluntary

Self-Identification of Disability We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities.

The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. How do you know if you have a disability? A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability.

Disabilities include, but are not limited to: Intellectual or developmental disability Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities Disability Status Select...

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📌 Software Engineer, Networking (Edge) (Toronto)
🏢 Tailscale
📍 Toronto