Senior Product Designer

2 weeks ago
Full-time
Senior
Design and User Experience
Tailscale

Tailscale

Tailscale is a zero config VPN service that simplifies network security and connectivity for teams of any scale, offering easy deployment, minimal latency, and compatibility with existing services.

Diversified Telecommunication Services
51-250
Founded 2019
$115M raised

Description

  • Own discovery and design for ambiguous problems from early framing through delivery and QA.
  • Work closely with engineers and product managers to turn fuzzy problems into well-reasoned, shippable solutions.
  • Design across both GUI and CLI surfaces and stay engaged through implementation, not just handoff.
  • Seek and incorporate feedback from peers, the team, and the manager throughout the design process.
  • Push for clarity and take initiative in collaboration, including on projects you are not leading.
  • Understand adjacent product areas deeply enough to anticipate broader implications of design decisions.
  • Use AI tools to synthesize research, explore directions faster, and pressure-test ideas when helpful.

Requirements

  • 5+ years of product design experience with a portfolio showing end-to-end ownership of complex work.
  • Experience with technically sophisticated B2B or infrastructure products.
  • Ability to lead discovery independently without waiting for a problem to be handed to you.
  • A strong point of view on users and product quality, with the confidence to act on it.
  • Comfort working closely with engineers and product managers who care deeply about how things work.
  • Clear, direct writing that can explain design decisions to both engineers and stakeholders.
  • Strong self-management skills and the ability to shift between projects as priorities change.
  • Experience working distributed and asynchronously.
  • Nice to have: hands-on experience with Tailscale or familiarity with networking concepts such as DNS, VPNs, proxies, or traffic routing.
  • Nice to have: experience designing for developer or IT administrator audiences.
  • Nice to have: data-informed design practice, including behavioral analytics or experimentation.
  • Nice to have: fluency with AI tools in a design workflow and interest in AI-assisted experiences in technical products.

Benefits

  • Competitive total compensation package including base salary, equity incentive plan, and variable commission for quota-based roles.
  • US base salary range of $146,000 to $183,000.
  • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for you and your family.
  • Remote-first work environment with flexibility in where and when you work.
  • Annual $1,500 USD professional development budget plus mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off for a healthy work-life integration.
  • Home office support including a company-owned laptop, monthly home internet reimbursement, and $1,000 USD to customize your workstation.
  • Generous parental leave top-ups for up to 26 weeks, available from your first day.

Interested in this position?

Apply directly on the company website

Apply Now

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