About the role

Senior Product Designer collaborating with product managers and engineers to enhance user experience at Tailscale. Focusing on IT administrators, DevOps engineers, and security professionals.

Responsibilities

Own discovery and design on problems that don't always come with a clear brief, from early framing through delivery and QA.
Work closely with engineers and PMs to move from a fuzzy problem to something well-reasoned and shippable.
Deliver across surfaces, GUI and CLI alike, and stay engaged through implementation, not just handoff.
Treat feedback as part of the work, not a checkpoint. Seek it out from peers, your team, and your manager, and use it to make the work better.
Take initiative in how you collaborate and push for clarity, even on projects you're not leading.
Understand the product areas you touch well enough to know when a decision has implications beyond the immediate problem.
Use AI tools where they actually help, synthesizing research, exploring directions faster, pressure-testing ideas.

5+ years of product design experience, with a portfolio that shows you've owned complex work end-to-end, not just executed on it
Experience with technically sophisticated B2B or infrastructure products. You're comfortable going deep on a domain and know how to lead discovery without waiting for a problem to be handed to you
A real point of view on users and product quality, and the confidence to act on it
At ease working alongside engineers and PMs who care a lot about how things actually work
A clear, direct writer. You can explain a design decision to an engineer and a stakeholder without producing two different documents
You run your own workload well, can shift between projects as priorities change, and don't need someone else to tell you what matters
Experienced working distributed and async, and good at it