3 months ago
Remote, CanadaSenior
Responsibilities
- Own the frontend architecture and technical direction for Tailscale’s next-generation web console
- Design and maintain cross-origin authentication, session infrastructure, CORS policies, CSRF protections, cookie strategies, and multi-environment support
- Build and operate a frontend serving platform hosting multiple products through a unified development workflow
- Create shared infrastructure, conventions, design patterns, tooling, and abstractions for accessible production-quality UI
- Partner with Product Design, Growth, Product, infrastructure, developer tooling, and other engineering teams
- Define frontend testing strategy covering integration testing, end-to-end testing, local development ergonomics, and reusable abstractions
- Improve local workflows, build pipelines, preview deployments, release processes, and operational reliability
- Provide technical leadership through reviews, mentoring, and frontend platform guardrails
- Participate in an on-call rotation every few weeks to triage and mitigate incidents
Requirements
- Deep experience building and operating production React applications at scale
- Strong understanding of HTTP semantics, browser security boundaries, authentication flows, cookies, storage, CORS, and CSRF
- Experience building internal platforms, frameworks, or shared libraries with strong guardrails for other teams
- Experience driving a unified console or platform vision across disparate frontend codebases
- Experience designing scalable frontend testing strategies
- Ability to collaborate across design, growth, infrastructure, and developer tooling functions
- Strong written and verbal communication and the ability to explain tradeoffs and influence technical direction
- High ownership, autonomy, and ability to drive ambiguous problems to completion
- Nice to have experience with AI-assisted frontend development, design systems, component libraries, feature flagging, analytics, experimentation, progressive delivery, identity, admin, B2B SaaS, or security-sensitive products
Benefits
- Fully remote-first work arrangement with flexible scheduling and access to a corporate coworking program
- Health, vision, dental, and other comprehensive group benefits with no waiting period
- Annual company retreat, team off-sites, and support for intentional in-person collaboration
- $1500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities
- Flexible paid time off
- Company-owned Mac or PC laptop, monthly home internet reimbursement, and $1000 USD for workstation customization
- Parental leave top-ups for up to 26 weeks from the first day
- Inclusive and accessible hiring process
About Tailscale
Tailscale builds a software-defined mesh VPN that lets individuals and organizations securely connect devices and services using WireGuard and single sign-on. It sells a subscription SaaS with free and paid plans, offering features like access control lists, device authentication, and admin tooling for teams and enterprises. Founded in 2019 and headquartered in Toronto, the company is privately held and used from hobby projects to corporate networks.