New Business Account Executive
HybridSenior New Business Account Executive
Hybrid, COCustomer Account Executive
Hybrid, COTailscale seeks a Customer Account Executive for account expansion and renewal, focusing on upsells, customer education, and adoption support. Requires 1+ years of door-to-door/in-person sales experience, developer product knowledge, and collaboration with Sales Engineering and Customer Success. Hybrid role based in Colorado; compensation not specified.
Senior Customer Account Executive
Hybrid, COTailscale seeks a Senior Customer Account Executive for account expansion and renewal management, requiring 2+ years closing experience as an AE/AM, developer product expertise, and executive-level stakeholder management. Hybrid role in Colorado; responsibilities include pipeline building, forecasting, and cross-functional collaboration with Sales Engineering and Customer Success teams.
Senior Product Designer
RemoteSenior Product Designer
RemoteBackend Engineer, Identity
RemoteTailscale seeks a Backend Engineer (Identity focus) to develop identity, authentication, and access management features for their fully remote, distributed VPN/networking platform. The role involves building authentication protocols (OAuth2, OIDC, SAML, WebAuthn), SCIM capabilities, and backend services primarily in Go, with on-call participation and ownership across the product lifecycle from code to strategic decisions.
Backend Engineer, Identity
RemoteFrontend Engineer
RemoteFrontend Engineer at Tailscale (fully remote) owning technical direction and architecture of next-generation web console. Responsibilities include frontend infrastructure, identity/auth systems, cross-origin security, and shared platform abstractions. Role emphasizes strategic thinking, pragmatic architecture decisions, and collaboration across design, growth, and infrastructure teams.
Frontend Engineer
RemoteSoftware Engineer, Networking (Features)
RemoteSoftware Engineer, Networking (Features)
RemoteSolutions Engineer (Singapore) - Commercial
RemoteSoftware Engineer, Networking (Dataplane)
RemoteTailscale seeks a Software Engineer to join the Dataplane Engineering Team building client-side networking connectivity features using deep network engineering and software development expertise. Key responsibilities include designing and optimizing core client networking software, resolving escalated customer network issues, and collaborating with product and engineering teams. The role requires significant networking software experience, proficiency in Go or low-level languages (C++/Rust), understanding of VPNs/NAT/routing, and experience with distributed systems; Tailscale is a fully remote, Series-B funded (Accel, CRV, Insight backed) company founded in 2019.
Software Engineer, Networking (Dataplane)
RemoteTailscale seeks a Software Engineer to join the Dataplane Engineering Team building client-side networking connectivity features using deep network engineering and software development expertise. Key responsibilities include designing and optimizing core client networking software, resolving escalated customer network issues, and collaborating with product and engineering teams. The role requires significant networking software experience, proficiency in Go or low-level languages (C++/Rust), understanding of VPNs/NAT/routing, and experience with distributed systems; Tailscale is a fully remote, Series-B funded (Accel, CRV, Insight backed) company founded in 2019.
Software Engineer, Strategic Projects
RemoteThis role is a full-stack software engineering position on Tailscale's Strategic Projects team, focused on developing and productionizing AI-native initiatives like Aperture (an identity-aware LLM gateway). Engineers will partner with product teams to shepherd prototypes from conception through production hardening, own the operational bar (security, observability, testing, runbooks), work with reference customers on integrations, and use coding agents and LLMs as force multipliers. The role emphasizes fast shipping, high code quality, and the 'long tail' of development—turning demos into reliable, production-grade customer products. Tailscale is fully remote, VC-backed (Accel, CRV, Insight), and operates with async-first collaboration.
Software Engineer, Strategic Projects
RemoteBusiness Operations & Strategy Manager
RemoteTailscale, a fully distributed networking software company backed by top-tier VCs, is hiring for their Business Operations & Strategy team—a small, high-leverage group that owns cross-functional problems critical to the company's long-term success. The role involves diagnosing and implementing durable solutions across commercial strategy, international expansion, business systems, and pricing architecture, then handing them off so the company doesn't repeat the same work twice. You'll need 4+ years in business/strategy operations, consulting, investment banking, or a similar analytical and execution-driven role at a high-growth tech company, plus strong quantitative skills, SaaS fluency, and the ability to own complex projects from diagnosis through completion. The position offers $124K–$180K base salary plus equity, is fully remote with distributed team across North America and UK, and reports to the Senior Manager of Business Operations & Strategy. A notable plus: first-hand experience using Tailscale or working at a product-led growth company will significantly strengthen your application, and experience at a Series C-stage company is preferred.
Business Operations & Strategy Manager
RemoteTailscale is hiring a Business Operations & Strategy Manager to lead cross-functional operational and strategic initiatives (commercial strategy, international expansion, pricing, business systems, GTM infrastructure, AI adoption). Reports to Senior Manager. Fully distributed company, backed by Accel, CRV, Insight. Requires 4+ years in business/strategy operations, strategy consulting, investment banking, VC, or high-growth tech. Remote position restricted to Canada.
Engineering Manager, Strategic Projects
RemoteTailscale is hiring a Software Engineering Manager for its Strategic Projects team, a newly formed group reporting to the co-founder and Chief Strategy Officer that focuses on demonstrating why Tailscale should be the default connectivity substrate and embedding it into customer products. This AI-native team heavily uses coding agents as force multipliers and requires the manager to mentor senior engineers, translate market signals (especially around AI infrastructure and identity-aware networking) into shippable prototypes and reference architectures, and set the bar for how the team uses AI coding tools while maintaining high code quality and security standards. Required experience includes substantial team management and mentoring background, fluent Go development, heavy daily use of coding agents like Claude Code or Cursor with a clear point of view on their limitations and how to wrap them in security practices, and comfort with exploratory customer-facing engineering in a fast-moving startup environment. Nice-to-have skills span building LLM/agentic applications, networking background, identity infrastructure expertise, and leading publicly visible teams. The role is fully remote with light travel (~10-15%), based in North America, offering $206K–$257K base salary plus equity and comprehensive benefits; a standout requirement is that candidates must be daily power users of AI coding agents and able to coach others on their use, reflecting the team's AI-native philosophy.
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