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.

About the Role
We’re seeking a skilled and diligent full‑time Frontend Engineer to join our growing team. Own the technical direction and architecture of Tailscale’s next-generation web console Build frontend infrastructure and platform capabilities that enable multiple Tailscale products to ship within a unified console experience Bring a special focus to identity-adjacent frontend systems, including authentication, session management, secure cross‑origin integrations, and product surfaces that span multiple services Define and drive the frontend architecture for Tailscale’s next‑generation console, including application structure, routing, state boundaries, shared abstractions, and long‑term maintainability Build and operate a frontend serving platform capable of hosting multiple Tailscale products under a unified development workflow Create frontend architecture patterns, tooling, and abstractions that enable non‑frontend engineers to build accessible, production‑quality UI safely and efficiently Partner closely with Product Design to turn complex infrastructure and identity concepts into intuitive user experiences Collaborate with Growth, Design, Product, and other engineering teams on experimentation and iteration, including A/B testing, analytics instrumentation, and feature rollout strategies Define and improve frontend testing strategy across the console,



including integration testing, end‑to‑end coverage, local developer ergonomics, and abstractions that reduce testing complexity for product teams Work with infrastructure and engineering tooling teams to improve local development workflows, build pipelines, preview deployments, release ergonomics, and operational reliability Raise the quality bar for frontend engineering across Tailscale through technical leadership, reviews, mentoring, and clear platform guardrails Required participation in our on‑call rotation every x weeks, to triage and mitigate incidents Deep experience building and operating production React applications at scale Experience building internal platforms, frameworks, or shared libraries that enable other teams to ship products with strong guardrails Experience driving a unified console or platform vision across disparate frontend codebases Strong judgment around frontend architecture: knowing when to standardize, when to abstract, and how to keep systems understandable as they grow Experience designing scalable frontend testing strategies that improve confidence while hiding incidental complexity from product engineers Strong written and verbal communication, including the ability to explain tradeoffs and influence technical direction across teams Experience designing frontend codebases and tooling optimized for AI‑assisted development,



including conventions and abstractions that help LLM‑based agents produce correct, consistent UI with fewer iterations Tailscale's compensation package includes base salary, equity, and comprehensive benefits. 218,420
- $273,360 CAD 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

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. 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 current parents to take advantage of parental leave top‑ups (20 weeks for birthing parents, 16 w

📌 Front-end Engineering (Winnipeg)
🏢 Tailscale
📍 Winnipeg