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About the role

  • Staff Product Designer joining Tailscale's design team to work on networking and security. Leading design solutions and collaborating closely with engineering and product teams.

Responsibilities

  • Define where design attention is needed across the network features product space and lead discovery on complex, ambiguous problems that often span multiple features or product areas.
  • Translate abstract technical systems into clear problem frames, using diagramming, system mapping, and design artifacts to build shared understanding and drive alignment across engineering, product, and other stakeholders.
  • Deliver design solutions end-to-end as needed, whether that means changes to a GUI, a CLI experience, or both, working closely with engineers through implementation and QA.
  • Explore forward-looking design questions in spaces that do not yet have clear owners or established answers.
  • Partner closely with engineering and PM counterparts to move from ambiguous problem statements to clear, well-reasoned solutions.
  • Raise the bar for craft and quality across your team and contribute to how the broader design organization approaches process and product thinking.
  • Translate insights from user research, behavioral data, and your own product knowledge into design direction.
  • Bring AI tools into your workflow in practical ways, whether for research synthesis, rapid prototyping, or solution exploration, and develop a point of view on where AI-assisted experiences belong in technically complex products.

Requirements

  • 10+ years of product design experience, with meaningful time operating at the staff level or equivalent scope
  • Strong portfolio demonstrating experience with technically sophisticated B2B or infrastructure products, and a track record of leading discovery on problems without waiting for scope to be defined
  • A developed point of view on users and product direction, with evidence of using that perspective to influence roadmap and strategy across engineering and product teams
  • Genuine interest in the networking and security space and comfort engaging with technically complex subject matter
  • Strong written communication and an ability to articulate design decisions clearly to both technical and non-technical partners
  • Ease working in a distributed, asynchronous environment with highly technical teammates.

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Remote first company—most of our teams work fully remotely.
  • Connect with other Tailscalars IRL.
  • Support for your personal and professional development.
  • Paid time off and a healthy work-life integration.
  • A build-your-own home office setup.
  • Generous parental leave program from your first day.

Job type

Full Time

Experience level

Lead

Salary

CA$226,460 - CA$282,740 per year

Degree requirement

Bachelor's Degree

Location requirements

RemoteCanada

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