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Tailscale

Tailscale

Enterprise · Mesh VPN

HQ
Toronto, CA
Founded
2019
Website
tailscale.com

Jobs (23)

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Senior Product Designer
Senior Product Designer for Tailscale, focusing on the user experience for IT administrators and DevOps engineers managing networks. The role involves discovery, design, and delivery across GUI and CLI, with an emphasis on understanding technical subject matter and collaborating closely with engineers and PMs. The designer will use AI tools to enhance their workflow and explore AI-assisted experiences within technical products.
—ProductRemote6d ago5
Senior Product Designer
Senior Product Designer for Tailscale, a company building secure network interconnection software. The role focuses on designing the user experience for IT administrators, DevOps engineers, and security professionals who manage their networks. The designer will own discovery and design from problem framing to delivery, working across GUI and CLI surfaces. They should be comfortable with technical subject matter, curious about how things work, and able to work independently in a fast-paced, distributed environment. Experience with technically sophisticated B2B or infrastructure products is required. The role will leverage AI tools in the design workflow.
—ProductRemote6d ago5
Staff Product Designer
Staff Product Designer at Tailscale, focusing on the Network Features team. This role involves defining design strategy for complex networking and security products, translating technical systems into user-friendly designs, and leading discovery for ambiguous problems. The designer will partner closely with engineering and PMs, deliver end-to-end design solutions, and explore future-looking design questions. A key aspect is integrating AI tools into the design workflow and developing a point of view on AI-assisted experiences in technical products. Requires 10+ years of experience, a strong portfolio in B2B/infrastructure products, and genuine interest in networking and security.
—ProductRemote6d ago5
Solutions Engineer - Commercial (Expansion Sales)
This role is for a Commercial Solutions Engineer at Tailscale, a company focused on secure network interconnection. The Solutions Engineer will partner with Sales to drive new business, lead technical discovery and architecture design, and act as a trusted advisor to customers. The role requires strong networking and security expertise, sales acumen, and experience with infrastructure as code and cloud platforms. A key responsibility includes understanding AI gateway and governance platforms for LLM access and audit, and familiarity with PAM solutions.
—ProductRemoteJan 95
Solutions Engineer - Commercial (New Business)
Solutions Engineer for Tailscale, a company building secure network interconnectivity software. This role partners with Sales to drive new business for Commercial customers, focusing on technical discovery, architecture design, and acting as a trusted advisor. The role requires deep networking and security expertise, with an understanding of AI gateway and governance platforms for LLM access and audit.
—ProductRemoteJul '245
Staff Product Designer
Staff Product Designer for Tailscale, focusing on network features. This role involves defining design strategy, leading discovery for complex and ambiguous problems, translating technical systems into clear problem frames, and delivering end-to-end design solutions for B2B/infrastructure products. The designer will partner closely with engineering and PMs, influence product direction, and raise the bar for design craft. A key aspect is integrating AI tools into the design workflow and exploring their application in technically complex products.
—ProductRemote6d ago0
Brand Designer
Tailscale is seeking a Brand Designer with strong web and UX sensibilities to shape its digital experiences. The role involves designing landing pages, campaign surfaces, and web experiences, balancing brand expression with usability and conversion. Responsibilities include translating brand into scalable web systems, managing projects, supporting experimentation, and collaborating cross-functionally with web, growth, and content teams. The ideal candidate will have 3-6+ years of experience in brand, marketing, or web design, proficiency in design tools like Figma and Adobe Creative Suite, and a strong understanding of UX principles, accessibility, and inclusive design.
—ProductRemote4w ago0
Manager, Customer Experience Operations
Manager, Customer Experience Operations for a B2B SaaS company. This role focuses on operationalizing post-sales processes, including customer health scoring, renewal forecasting, and tooling management. While the role mentions leveraging AI for efficiency and familiarity with AI-driven tooling, the core responsibilities are in operations, data analysis, and program management within the customer success and revenue operations functions, not in building or researching AI models.
—ProductRemote5w ago0
Manager, Customer Experience Operations
Manager, Customer Experience Operations for a B2B SaaS company. This role focuses on operationalizing post-sales processes, including customer health scoring, renewal forecasting, and tooling management. While the role mentions leveraging AI for efficiency and familiarity with AI-driven tooling, the core responsibilities are in operations, data analysis, and program management within the customer success and revenue operations functions, not in building or researching AI models.
—ProductRemote5w ago0
Procurement Manager
Tailscale is seeking a Procurement Manager to build and own their procurement function, focusing on software, SaaS, cloud, data, and professional services. The role involves managing the end-to-end procurement process, including intake, sourcing, negotiation, contracting, and renewal management, while partnering with Legal, Security, and Finance. The ideal candidate will have experience building procurement processes from scratch in a high-growth technology environment.
—ProductRemote8w ago0
Procurement Manager
Seeking a Procurement Manager to build and own Tailscale's procurement function, reporting to the VP of Finance. This role involves creating scalable processes for acquiring software and services, managing requests end-to-end (intake, sourcing, negotiation, contracting, renewal), and partnering with Legal, Security, Finance, and internal buyers. The ideal candidate will have strong judgment, ownership, and experience building procurement systems from scratch in a high-growth technology environment.
—ProductRemote8w ago0
Senior Customer Account Executive
Senior Customer Account Executive responsible for expanding and renewing current customer accounts by identifying additional use cases, educating clients on new features, and ensuring successful adoption of Tailscale. This role involves building a pipeline, owning upsell and renewal targets, and collaborating with Solutions Engineering, Customer Success, Support, Marketing, and Product teams. Requires 2+ years of closing experience in an AE or AM role, experience with developer/technical products, and a track record of meeting quota.
—ProductDenver, CO · Hybrid8w ago0
Manager, Sales Development Representative
Manager to lead the Sales Development team, responsible for building qualified pipeline for the sales organization. This role involves coaching and developing SDRs, refining prospecting strategies, and partnering with Sales, Marketing, and Operations.
—ProductToronto, ON +1 · Hybrid8w ago0
Content Marketing Specialist
Content Marketing Specialist role focused on creating content for a technical audience in the networking and security space. The role involves collaborating with various teams to translate product positioning into effective content, understanding users, and positioning the company as a thought leader. Experience with B2B/enterprise technology, networking/security products, and SEO is required.
—ProductRemoteFeb 20
Content Marketing Specialist
Content Marketing Specialist for Tailscale, a company building secure interconnectivity software. The role focuses on transforming product positioning into content for a technical audience, collaborating with various teams, and becoming an expert on users. Responsibilities include creating landing pages, one-pagers, case studies, white papers, blog posts, and ad copy to position Tailscale as a thought leader in networking and security. Requires strong writing background, fluency in technical subjects like networking and Kubernetes, and experience with B2B/enterprise technology.
—ProductRemoteFeb 20
Solutions Engineer - Commercial (Expansion Sales)
This role is for a Commercial Solutions Engineer at Tailscale, a company focused on secure network interconnectivity. The Solutions Engineer will partner with Sales to drive new business, lead technical discovery and architecture design, and act as a trusted advisor to customers. The role requires strong networking and security expertise, sales acumen, and the ability to influence product direction. A key responsibility includes understanding AI gateway and governance platforms for LLM access and audit.
—ProductRemoteJan 90
Manager, Sales Development Representative
Manager for Sales Development Representatives responsible for building qualified pipeline for the sales organization. This role involves coaching, refining prospecting strategies, and partnering with Sales, Marketing, and Operations.
—ProductToronto, ON +1 · HybridDec '250
Product Growth Engineer
Product Growth Engineer at Tailscale, focusing on developing the Tailscale product, owning the product lifecycle, working with designers and PMs, creating and measuring experiments for customer engagement and growth patterns, and advocating for product-led growth best practices.
—ProductRemoteFeb '250
Product Growth Engineer
Product Growth Engineer at Tailscale, focusing on developing the product, owning the lifecycle, shaping features with UX/UI and PMs, creating and measuring experiments for customer engagement and growth patterns, and advocating for product-led growth best practices.
—ProductRemoteFeb '250
Customer Success Engineer
Tailscale is seeking a Customer Success Engineer to act as a technical liaison between their product and strategic customers. This role involves customer onboarding, technical support, driving adoption, and providing expert guidance to ensure customers maximize their use of Tailscale. The CSE will also gather customer feedback to inform product and engineering teams and develop technical documentation.
—ProductRemoteJan '250
Customer Success Engineer
Tailscale is seeking a Customer Success Engineer to bridge technical capabilities with customer needs, focusing on onboarding, adoption, technical support, and acting as a trusted advisor. This role involves collaborating with internal teams and relaying customer feedback to product and engineering.
—ProductRemoteJan '250
Customer Account Executive
Customer Account Executive responsible for expanding and renewing current customer accounts by finding additional use cases, educating clients on new features, and ensuring successful adoption of Tailscale. Partners with Solutions Engineering, Customer Success, Support, Marketing, and Product teams.
—ProductDenver, CO · HybridDec '240
Brand Designer
Tailscale is seeking a Brand Designer with strong web and UX sensibilities to shape its digital experiences. The role involves designing landing pages, campaign surfaces, and web experiences, balancing brand expression with usability and conversion. Responsibilities include translating brand into scalable web systems, managing projects, supporting experimentation, and collaborating cross-functionally with web, growth, and content teams. The ideal candidate will have 3-6+ years of experience in brand, marketing, or web design, proficiency in design tools like Figma and Adobe Creative Suite, and a strong understanding of UX principles, accessibility, and inclusive design.
—ProductRemoteApr '230