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Work on an AI-native Strategic Projects team to turn prototypes (LLM gateways, proxies, sandboxes) into production-grade services. Own hardening, error handling, observability, operational tooling, security review practices, and customer integrations. Use coding agents and LLMs heavily, collaborate with product-minded engineers and reference customers, and ensure prototypes meet production reliability and maintainability standards. Remote role with light travel (<10%).

Design and maintain production-grade data models and pipelines across the full stack (ingestion to visualization). Build scalable dbt models, improve manual workflows, ensure data accuracy and validation, and collaborate with Finance, Engineering, Sales, and other teams to deliver trusted analytics and reporting.

Build and maintain production-grade dbt data models and end-to-end data pipelines. Collaborate with Finance, Engineering, Sales, and Product to deliver reliable reporting, analytics, and scalable solutions, reducing manual workflows and ensuring data accuracy.

Build and lead Tailscale's Strategic Sales organization targeting enterprises (10,000+ employees). Personally own and close complex, multi-stakeholder six- to eight-figure SaaS deals, recruit and coach 3–5 Strategic AEs, design outbound territory and playbooks, drive account planning, forecasting, pipeline generation, and cross-functional GTM alignment with Product and Engineering.

Founding Solutions Engineer based in Singapore to partner with AEs across APAC, lead technical discovery, demos, POCs, and custom integrations, contribute code to product, and build regional technical processes, demos, and partner relationships to drive revenue.

Partner with Account Executives to drive APAC commercial expansion: qualify and close complex deals, lead discovery workshops, demos and POCs, design and implement solution architectures, develop code/integrations to unblock customers, and feed regional product and GTM insights back to engineering and product teams.

Owner of the developer experience for Tailscale-native apps: define reference architectures, SDK and CLI product strategy, improve onboarding and docs, run internal dogfooding, partner with engineering and GTM, and engage external developers to drive adoption.

Own the end-to-end developer experience for embedding Tailscale into applications: define reference architectures, SDK and CLI roadmaps, golden paths, docs, examples, and onboarding. Partner with engineering, internal dogfood teams, GTM, and external partners to prioritize and ship developer-facing SDK, API, and CLI features that reduce friction from prototype to production.

Design, build, and operate Tailscale's global Funnel and DERP relay infrastructure. Implement and improve networking features in the open-source client dataplane, troubleshoot complex connectivity issues, integrate observability, participate in incident management, and drive reliability, scalability, and security for hosted services.

Manage and mentor multiple small engineering pods to deliver and operate high-availability production services. Provide technical direction, lead incident response and on-call rotations, hire and grow the team, and collaborate cross-functionally with product and design to drive short- and long-term planning.