Windows Engineer
Tailscale
| Company | Tailscale |
| Category | Engineering |
| Location | Remote (Canada) |
| Remote | Remote |
| Employment | Not stated |
| Level | Not stated |
| Salary | Not stated by the employer |
| Posted | 30 Jun 2026 |
| Last verified | 30 Jul 2026 |
| Source | Employer career page (greenhouse) |
Description
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 and motivated full-time Software Engineer to join our growing team. You will work as part of the engineering team to:
Develop the Tailscale product, contributing to client code and backend services. The client code is a mix of C#, XAML, and Go. Prior Go expertise is not a requirement.
Bring a special focus on our Windows platform, building and maintaining our Windows client using the modern WinUI/Windows App SDK stack, while contributing to common code that supports macOS, mobile, and other core client platforms.
Because we’re an early-stage and fully remote company, we’re looking for a 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
Work with engineers on a native Windows desktop client using Windows App SDK, WinUI, C#, XAML and Go
Implement support for the latest Windows platform features while maintaining compatibility with a subset of older versions
Develop and optimize product features on Windows, with a focus on UI components and platform integration
Develop and maintain unit and integration tests using Microsoft Testing Platform v2 and xUnit
Contribute to common, cross-platform Tailscale code
What We Are Looking For
Four or more years of experience in software development
Strong understanding of software development principles, capabilities, and limitations of the Windows platform
Proficiency in C# and modern native UI frameworks (WinUI/UWP/WPF)
Experience with general networking concepts - DNS, VPNs, IP Networking, routing, etc.
Excellent written and verbal communication skills
Ability to give and process constructive feedback, as well as work independently
Flexibility to adjust to the dynamic nature of a startup
Nice to Have
Experience with WinUI 3 and Windows App SDK
Experience developing native Windows applications and services
Familiarity with Windows networking stack and Windows Filtering Platform
Familiarity with Windows security model, session isolation, access tokens and related concepts
Proficiency in Go
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 $191,620 — $239,860 CAD 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!
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 h
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