tailscale
Tailscale is building the new Internet: small, trusted, human-scale networks, interconnected.
Company facts
- Founded
- 2019
- Employees
- 318
- Headquarters
- Canada
- CEO
- Avery Pennarun
About
Tailscale is building the new Internet: small, trusted, human-scale networks, interconnected. We combine WireGuard with 2-factor authentication, a distributed mesh, centralized security policies, and magic. We’re building the new internet Trusted, human-scale networks. We’re returning to the original vision of the Internet. We want to help everyone create their own secure networks built around people and their connections. Whether you want to connect with your co-workers to share a prototype, the company database to securely access information, or your family members to share files and photos, Tailscale makes networking safe and understandable. We’re working to remove overhead and complexity from the “long tail” of software and operational problems that people face every day. By making connectivity easier and more secure, we empower teams to build systems that scale, without scaling overhead. Our guiding principles Real people solving concrete problems: Decentralization, encryption, and scalability are means to an end, not the ends in themselves. We’re here to solve tech problems for diverse teams in diverse industries, and our team is diverse and empathetic to match. Small is beautiful: We don’t believe in huge teams or huge clusters. We don’t believe workers are interchangeable. We believe that excellent, small teams produce excellent, beautiful, coherent outcomes that large teams, and large networks, just can’t replicate. It has to “just work”: This should be standard, but surprisingly it’s not, because system reliability is hard. It might not be glamorous or shiny, but our job is to do the boring parts and get out of the way, so customers can get back to the work that matters to them. Our commitments Putting people first Listening to a range of voices leads to a product and a company that’s better for everyone. As a diverse team we work together to understand the challenges our users face. This allows us to build a product that makes physical and virtual communities feel successful, safe and secure. An inclusive workplace starts with a team that is not bound by geographical location, lifestyle, or life stage, which is why we are proudly, and always have been, a fully remote company with flexible working hours. Whether a mid-afternoon kids’ soccer match, time with family on the other side of the country, or an emergency vet visit, employees are trusted and respected to manage their time and projects around their life. Diverse teams have diverse interests and voices. Whether on the Tailscale blog, or personal Twitter accounts, Tailscale celebrates communicating freely and safely, in each person’s own voice. Supporting open source Open source is the present and future of software development. Writing software ought not be zero-sum. Tailscale is open source at its core. It’s also free for open-source projects. Tailscale is built on WireGuard, specifically wireguard-go. We upstream changes that help other users of the project. We also support WireGuard with financial donations. Many Tailscalars are active in the Go community, and contribute to the project and community. When we develop features that help everyone, we upstream them. And it’s not just Go. Our team has many passions, from NixOS to SQLite. Protecting user privacy Privacy is a fundamental human right, and we designed Tailscale accordingly. We don’t want your data. Your data is end-to-end encrypted and transmitted point-to-point so we don’t see your packets and don’t have to pay for them, which keeps our costs low, which means our free plan can stay free. We don’t capture any more of your data than needed to provide the service, as in our privacy policy. Tailscale networks are private. Only connect with people you’ve explicitly invited, and only share what and when you want to share. We augment privacy with transparency and knowledge. For example, we make sure you know before you access a shared node, that your public IP address will be visible to admins on that tailnet.
Open positions
Head of Communications
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Software Engineer, AI Enablement
Build and maintain internal AI tools and workflows to help engineers at a secure networking company use coding agents more effectively, while shaping best practices for safe AI adoption.

Program Manager, EPD Operations
Program Manager for Tailscale's EPD (Engineering, Product & Design) operations: owns processes for bug tracking, incidents, reliability, and escalations, builds dashboards in Jira and Snowflake, and drives data-informed process improvements across a fully remote team.

Forward Deployed Engineer
Forward Deployed Engineer at Tailscale works directly with customers to ensure their success with Tailscale's networking products, providing technical guidance, support, and acting as a bridge between technical capabilities and customer needs.

Infrastructure Engineer
Builds and operates the internal engineering infrastructure at Tailscale — CI/CD, observability, infrastructure-as-code, and managed cloud services (AWS, Kubernetes) — in a mostly-Go stack, owning services end to end and supporting internal teams. Fully remote within the United States.

New Business Account Executive
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Customer Account Executive
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Software Engineer, Networking (Features)
Software Engineer building Tailscale's core networking features, contributing to both open-source client code and backend services in Go. Day to day: designing, testing, and optimizing secure networking components with full product-lifecycle ownership, observability, and incident response.

Senior Customer Account Executive
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Windows Engineer
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Solutions Engineer - Commercial (Expansion Sales)
A Solutions Engineer at Tailscale partners with sales to close commercial deals by designing secure network architectures, leading demos/POCs, and advising customers on zero-trust and cloud infrastructure.

Analytics Engineer, Data
Build and maintain scalable data models and pipelines using dbt, Snowflake, and Looker to support reporting and decision-making across Tailscale’s devtools business.

Software Engineer, Strategic Projects
Build and harden AI-native prototypes into production-grade connectivity tools, using coding agents and Go while collaborating with customers to embed Tailscale’s identity-aware networking.

Brand Designer
Designs brand assets and marketing materials for a secure networking tool, ensuring cohesive visual identity across digital and print channels.

Security Infrastructure Engineer
Designs and implements security controls across cloud platforms, OS, Kubernetes, and networks to protect Tailscale’s product and infrastructure from threats. Focuses on writing secure code, auditing systems, and advising on security decisions while balancing technical rigor with practical usability.

Talent Acquisition Partner (Contract)
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Talent Acquisition Sourcer (Contract)
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Software Engineer, Networking (Dataplane)
Software Engineer on Tailscale's Dataplane team builds and maintains the client-side networking software behind Tailscale's mesh VPN — designing connectivity features (clients, subnet routers, exit nodes), optimizing performance across platforms, and debugging escalated customer network issues. Core tech: deep networking (routing, VPNs, NAT traversal) with Go or C/C++/Rust.

Commercial Legal Counsel
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Head of Legal
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