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Manage and grow existing customer accounts through upsells and renewals. Build pipeline, create success plans, forecast accurately, educate customers on product value, and collaborate with Sales Engineering, Customer Success, Support, Marketing, and Product. Participate in recorded customer meetings for coaching and quality improvement.

Lead resolution of high-severity post-sales escalations: investigate and reproduce complex networking and software issues, run customer calls, collect logs and evidence, create engineering-ready handoff packages, identify systemic patterns, and improve tooling and runbooks to raise Support's technical capability.

Lead and resolve high-severity post-sales technical escalations through deep-dive investigation, reproduction, and engineering handoff. Own customer calls, collect logs/evidence, file bug reports, monitor patterns, and improve tooling and runbooks in partnership with Support and Engineering.

Partner with Account Executives to drive new commercial business by leading technical discovery, architecture design, demos and POCs. Guide complex deals, build scalable enablement and provide product/market feedback. Blend deep networking and security expertise with sales acumen to support quota attainment.

Partner with Account Executives to drive new commercial business by leading technical discovery, solution architecture, demos, and POCs. Co-own pipeline, guide complex multi-stakeholder deals, provide product and GTM feedback, and build scalable enablement resources and demo environments for the SE team.

Own the full sales cycle for new business: prospect, qualify inbound leads, self-source one-third of pipeline, close deals with senior technical buyers, run experiments to refine playbooks, represent Tailscale at events, support customers across time zones, and manage pipeline and forecasts in Gong and Salesforce.

Lead the dataplane product vision and roadmap for Tailscale, owning connectivity features (WireGuard, relays, subnet routing, exit nodes, connectors), performance/reliability SLOs, regional relay capacity, operator tooling (console/CLI), and enterprise/regulatory deployments. Partner with engineering, GTM, and customers to drive production traffic commitments and improve connectivity across diverse NATs, OSes, carriers, and networks.

Lead the dataplane product vision and roadmap, spanning WireGuard, DERP, relays, subnet routers, exit nodes, and connectors. Define customer-facing performance and reliability SLOs, drive regional capacity and relay operations, own operator tooling and admin/CLI surfaces, partner across engineering, GTM, and customers, and represent Tailscale externally on dataplane strategy and deployments.

Join a remote Strategic Projects engineering team to turn AI-native prototypes into production-grade services. You will harden demos (LLM gateways, proxies, sandboxes), implement observability, error handling, and security practices, work with reference customers on integrations, and ensure agent-generated code meets production review and operational standards.

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%).