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[Remote] Frontend Engineer

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Tailscale builds software that securely interconnects people and their devices. The Frontend Engineer will lead the architecture of the next-generation web console, build shared frontend infrastructure, and develop identity-adjacent systems involving authentication, session management, and secure cross-origin integrations. The role also involves cross-functional collaboration, testing strategy, developer tooling, and technical leadership.

Responsibilities

  • Define and drive the frontend architecture for Tailscale’s next-generation console, including application structure, routing, state boundaries, shared abstractions, and long-term maintainability
  • Design and maintain cross-origin authentication and session infrastructure between the console and other services, including auth flows, CORS policies, CSRF protections, cookie/session strategies, and support for multiple deployment environments
  • Build and operate a frontend serving platform capable of hosting multiple Tailscale products under a unified development workflow
  • Establish shared infrastructure, conventions, and design patterns that consolidate distinct product experiences into a cohesive console platform
  • 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 few weeks, to triage and mitigate incidents

Skills

  • Deep experience building and operating production React applications at scale
  • Strong understanding of web platform fundamentals, including HTTP semantics, browser security boundaries, authentication flows, cookies, storage, CORS, and CSRF
  • 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
  • Comfort collaborating across disciplines and functions, especially with design, growth, infrastructure, and developer tooling
  • Strong written and verbal communication, including the ability to explain tradeoffs and influence technical direction across teams
  • A high degree of ownership and autonomy, with the ability to identify important problems and drive them through ambiguity
  • 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
  • Experience with design systems, component libraries, and connecting design tooling to production UI workflows
  • Experience with feature flagging, analytics, experimentation systems, and progressive delivery patterns
  • Experience working on identity, admin, B2B SaaS, or security-sensitive product surfaces

Benefits

  • An inclusive, flexible environment where you can be your authentic self, with flexibility in how and when you work.
  • A competitive total compensation package including a base salary, an equity incentive plan, and variable commission for quota-based roles.
  • Comprehensive group benefits with no waiting period, including health, vision, dental, and other coverage for you and your family.
  • Remote-first company with fully remote work for most teams, virtual and in-person social events, and a corporate co-working program to visit WeWork or similar spaces near you.
  • Employer-funded retirement contributions: Tailscale matches retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of eligible compensation.
  • Annual company retreat, team off-sites, and in-person collaboration with teammates across Canada, the United States, the United Kingdom, and Singapore.
  • $1500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off program.
  • Company-owned laptop of your choice (Mac or PC), monthly home internet reimbursement, and $500 USD to customize your workstation.
  • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents.

Company Overview

  • Tailscale is a software company that provides zero-configuration virtual private networks (VPNs) for secure connectivity. It was founded in 2019, and is headquartered in Toronto, Ontario, CAN, with a workforce of 201-500 employees. Its website is https://www.tailscale.com.
  • Company H1B Sponsorship

  • Tailscale has a track record of offering H1B sponsorships, with 1 in 2026, 2 in 2023. Please note that this does not guarantee sponsorship for this specific role.
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