Staff Product Designer

🕒 May 8

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Tailscale

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2020

☁️ SaaS

🔐 Security

📡 Telecommunications

💰 $100M Series B on 2022-05

SaaS • Security • Telecommunications

Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.

📋 Description

• 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.