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Staff Product Designer

Tailscale - Remote (Canada)

Posted May 8, 2026

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About this role

Staff Product Designer Remote (Canada) About Tailscale Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description We are looking for a Staff Product Designer to join the design team at Tailscale. You will primarily partner with the Network Features team, which owns one of the most technically complex and strategically important surfaces in the product: how traffic finds its destination, how networks are segmented and connected, and how operators control that behavior at scale. That spans a wide range. On the user-facing side, Admin users orchestrate their networks by configuring settings related to: subnet routing, exit nodes, App Connectors, Services, and DNS. On the infrastructure side, you'll interface with topics like: traffic steering, high availability, DERP servers, and cloud networking primitives. These are not features with obvious consumer analogues. The users are network engineers, IT administrators, and developers building on top of Tailscale, and the problems they bring are genuinely hard to make simple. At the staff level, scope is not handed to you. You will define where design attention is needed across this space,

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