Software Engineer, Product Strategy

November 19

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Tailscale

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SaaS • Security • Telecommunications

Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.

51 - 200 employees

Founded 2020

☁️ SaaS

🔐 Security

📡 Telecommunications

💰 $100M Series B on 2022-05

📋 Description

• Build prototypes and POCs that showcase Tailscale for AI agents/tooling (MCP gateways, LLM proxies, remote servers, etc.) • Work with customers to integrate Tailscale—both for internal adoption (VPN replacement with identity-aware networking) and for embedding into their products to enable secure customer connectivity • Create reference architectures and share your work through documentation, community engagement, and presentations • Rapidly iterate with input from your colleagues and reference customers to incorporate feedback and build solutions that solve emerging, real-world problems.

🎯 Requirements

• Strong at rapid prototyping, explaining technical concepts, and working directly with customers in an exploratory, fast-paced environment • Access control: RBAC/ABAC models, session management, MFA, passwordless auth • Technical skills: Go and/or Python (TypeScript a plus); third-party API integrations; basic networking • AI/LLM experience: Use LLMs daily for planning and development; comfortable building tools/apps on top of LLMs • Identity infrastructure: IdP platforms, identity sync/provisioning, and directory services. • Authentication protocols: OAuth, OIDC, SAML, SCIM • Experience validating code for production use with security teams • Thrive working independently in a remote environment

🏖️ Benefits

• An inclusive, flexible environment where you can be your authentic self. • A competitive total compensation package. • Comprehensive group benefits with no waiting period. • Remote first company—most of our teams work fully remotely. • Connect with other Tailscalars IRL. • Support for your personal and professional development. • Paid time off and a healthy work-life integration. • A build-your-own home office setup. • Generous parental leave program from your first day.