Shape workload connectivity at Tailscale with Kubernetes and cloud-native infrastructure expertise in a fully distributed, remote-first company. As Product Manager, you will own Workload Connectivity strategy, roadmap, and business development. You will serve developers and platform engineers through Kubernetes tooling, CI/CD systems, containers, networking, and workload identity. The work spans product experience, integrations, pricing, packaging, and measurable adoption. Key Responsibilities:

Own vision, strategy, and roadmap for Workload Connectivity Define developer experiences from authentication through troubleshooting Drive Kubernetes operator roadmaps and cloud-native integrations Develop pricing and packaging with cross-functional teams Define adoption,



activation, retention, and revenue metrics Requirements:

Seven-plus years in product management Experience owning developer-facing infrastructure products Fluency in Kubernetes, containers, networking, and automation Experience building products for developers and platform engineers Ability to lead products from strategy through measurable impact Bring technical product leadership, commercial judgment, and customer insight to Tailscale’s workload connectivity strategy and growth.

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📌 Workload Connectivity Product Manager (Winnipeg)
🏢 Tailscale
📍 Winnipeg