• 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 • 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

• 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 • Define and drive the frontend architecture for Tailscale’s next-generation console • Design and maintain cross-origin authentication and session infrastructure between the console and other services • Build and operate a frontend serving platform capable of hosting multiple Tailscale products • 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 • Define and improve frontend testing strategy across the console • Work with infrastructure and engineering tooling teams to improve local development workflows • 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

• Own front-end platform and architecture across Next.js (App Router), React, TypeScript, and Astro, including micro-frontend composition strategies, monorepo, shared design system, cross-MFE state management, and MFE shell orchestrator. • Define the opinionated path for building and deploying front-end applications — CI/CD, observability, accessibility, performance budgets, and contract testing — across both the marketplace and internal tools channels. • Own the full ordering experience from discovery, personalization, and menu browsing through cart, checkout, and payment, consuming headless backend APIs through BFF layers. • Drive AI-native front-end development, including design-to-code pipelines (Figma, Claude Design, v0), AI-assisted development against organizational context, and AI-powered product experiences such as personalized recommendations, intelligent search, and conversational ordering. • Ensure front ends are machine-readable and API-first to serve AI agents alongside human users, with awareness of emerging commerce protocols (MCP, Universal Commerce Protocol). • Own the design system as infrastructure — design tokens, theming, cross-platform consistency — packaged and documented for both human engineers and AI code generation workflows. • Lead and develop three engineering teams, scaling the organization as it grows; recruit and develop engineers and managers, including from minimal staffing. • Hold a high technical bar: review front-end system designs, challenge architectural decisions, and identify performance issues from technical signals.

• Own and execute the website development and optimisation strategy aligned with business and growth goals • Build, maintain, and optimise website pages and templates using Webflow and Wix • Develop scalable components and implement custom code (HTML, CSS, JavaScript) where required • Collaborate with cross-functional teams to deliver a consistent, high-performing user experience • Act as the technical owner for all website initiatives, ensuring best-in-class web standards • Translate marketing, product, and brand initiatives into seamless on-site user journeys • Implement and manage conversion rate optimisation (CRO) initiatives, including A/B and multivariate testing • Monitor site performance and user behaviour using tools such as Google Analytics, Hotjar, and other analytics platforms • Apply SEO best practices across site structure, metadata, and technical implementation • Ensure mobile-first design, accessibility standards, and page speed optimisation across all platforms • Identify opportunities to improve conversion funnels, lead generation, upselling, and cross-selling • Conduct usability testing and incorporate data-driven improvements to continuously optimise the user experience • Collaborate with content, SEO, CRM, and paid media teams to ensure landing pages and campaigns perform effectively • Thrive in a fast-paced, high-growth environment, where testing, iteration, and innovation drive results