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Product Designer Job at Tailscale in Chicago

Product Designer Job at Tailscale in Chicago

MediabistroChicago, IL, United States
16 hours ago
Job type
  • Full-time
Job description

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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're looking for a Product Designer to join the growing design team at Tailscale. You will work as a design generalist, comfortable in areas such as growth, self-serve, and in-product features for our web application.

In this role, you’ll own the end-to-end design process from concept to delivery, collaborating with colleagues across the organization. You’ll report directly to the product design manager and work closely with our team of 4 product designers and 1 design researcher.

Success in this role requires a deep understanding of self-serve SaaS design patterns and a strong motivation for improving the user experience at Tailscale. You will be expected to develop product fluency and understand user needs, product features, and how to design authentic experiences for our customers.

Key Responsibilities

  • Understand complex problems and transform them into easy-to-understand UIs that deliver delightfully simple experiences.
  • Own the design process of projects end-to-end, including activities like discovery, ideation, journey mapping, prototyping, UI design, and new component creation.
  • Partner with cross-functional colleagues to define problems, explore solutions, and measure impact through experimentation.
  • Translate insights from behavioral data, user research, and product analytics into clear design direction.
  • Continually maintain and improve our bar for craft and quality.

What We Are Looking For

  • 7+ years of end-to-end product design experience, with proven focus on growth, onboarding, or activation workflows
  • Strong portfolio demonstrating experience with complex B2B SaaS products
  • Proven ability to drive clarity in ambiguous problem spaces and align cross-functional partners
  • Strong collaboration skills with cross-functional partners including product, engineering, and data teams
  • Clear, persuasive communication and storytelling skills to articulate design decisions and influence strategy
  • Bias for action and iteration—you move quickly to learn and ship often to drive impact
  • Commitment to accessibility, inclusivity, and thoughtful design for diverse user needs
  • Ability to give and process constructive feedback, as well as work independently

    • Nice to Have

  • Data-informed approach to design with experience in A / B testing, conversion optimization, and behavioral analytics

    • As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits.

    We offer a competitive total compensation package, including a base salary range of $146,000—$183,000 USD, an equity incentive plan, and variable commission.

    What We Offer

  • 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 in person.
  • 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.

    • We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company.

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    Product Designer • Chicago, IL, United States