Software Engineer, Product Strategy

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices. The Software Engineer in Product Strategy will join the team to showcase Tailscale as a connectivity solution, build prototypes, work with customers on integrations, and create reference architectures.

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