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Salary
≈ $81k – $172k per year (Estimated)
Location
Remote (Canada)also open in United States

Confirmed on the employer's own hiring board on Oct 29, 2026. First seen by Alion on Sep 10, 2026. Tailscale scores A on the Alion truth index.

Overview
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Impact
Profile match
Tailscale is a technology company that provides a zero-config mesh VPN service designed to simplify secure networking for individuals and enterprises. Founded in 2019 by former Google engineers and headquartered in Toronto, Canada, the company builds its solution on the open-source WireGuard protocol to establish direct, end-to-end encrypted connections between devices. Its identity-driven platform eliminates the complexity of traditional networking infrastructure, allowing users to safely connect devices, multi-cloud workloads, and remote teams without managing firewall rules or port forwarding.

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 skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the Dataplane Engineering Team to:

  • Contribute to the core client connectivity features of Tailscale by applying a deep understanding of network engineering and software development.
  • Evolve and enhance the Tailscale connectivity offerings between clients, subnet routers, exit nodes and other integrations with customer network infrastructure.
  • Provide architectural insights and resolve escalated customer network issues to fix complex connectivity problems.
  • Collaborate with product management and internal engineering to develop integrated network solutions that prioritize scalability and ease of maintenance while ensuring a superior customer experience.

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.

Key Responsibilities

  • Design, build, test, and document core Tailscale’s client-side networking software.
  • Advance product features by building upon or merging established industry network protocols with Tailscale's specific designs and frameworks.
  • Adopt a security-centric approach to both architecture and coding to guarantee the resilience and safety of networking modules.
  • Evaluate and optimize the performance, reliability, and scale of our software across a wide array of technical platforms and hardware.
  • Provide expert consultation and support the customer success teams with critical network escalations within key customer environments.
  • Engage actively with the open-source community and contribute to relevant projects.

What We Are Looking For

  • Significant experience with networking software and diagnosing networking issues
  • Possess a comprehensive grasp of networking engineering, such as routing, VPNs, IP address management, and NAT traversal.
  • Proficiency in Go or other low-level languages (e.g. C/C++, Rust), including a strong grasp of concurrent programming and techniques for optimizing performance.
  • Experience with large scale distributed systems is highly desirable
  • Knowledge of low-level OS network stacks is highly desirable
  • Ability to give and process constructive feedback, as well as work independently
  • Flexibility to adjust to the dynamic nature of a startup
  • Excellent written and verbal communication skills

As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.

CAN Pay Range

$218,420—$302,840 CAD

What We Offer

  • An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
  • A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
  • Comprehensive group benefits with no waiting period. 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 job description.
  • 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.
  • Connect with other Tailscalars IRL. 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. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. 
  • Paid time off and a healthy work-life integration.  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. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. 
  • 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).

Tailscale is committed to providing an accessible and inclusive hiring process. 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. All hiring decisions are made by people.

Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.

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