Software Engineer, Product Strategy

Tailscale is a company focused on building a secure and user-friendly Internet connectivity solution. The role involves working on the Product Strategy team to develop prototypes, collaborate with customers, and demonstrate how Tailscale's platform can be utilized for real-world challenges.

Responsibilities:

• 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 experience is a must; 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
• Python and/or TypeScript
• Familiarity with Tailscale networking solutions
• Experience with agentic AI tools and security considerations
• Background in developer tooling
• Understanding of networking challenges in multi-cloud and hybrid deployments
• Open source community participation