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Frequently asked questions

  • What AI roles is Tailscale hiring for?

    Tailscale currently has 2 active AI-related roles in our index. The most common open titles are: Engineering Manager, Strategic Projects (2). Most positions are in Engineering.

  • What stage of AI development does Tailscale focus on?

    Tailscale's active AI hiring is concentrated in: agents (100%). These categories follow a seven-stage AI lifecycle: data, pre-training, post-training, serving infrastructure, agents, evaluation, and application.

  • What skills does Tailscale look for in AI roles?

    Job postings at Tailscale most frequently mention: Testing Practices, System Design, Open Source Contribution, Market & Technology Trend Analysis, Machine Learning.

  • How many AI roles has Tailscale posted recently?

    In the past 30 days, Tailscale has posted 0 new AI-related roles.

Jobs (78)

2 AI · 39 total active
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Active onlyAI only (≥ 7)
Stage
AllAgent · 6
Function
AllEngineering · 44Product · 28
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AllUnited States · 3Canada · 2
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TitleStageFunctionLocationFirst seenAI score
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
Backend Engineer, Control Plane
Backend Engineer role focused on developing core software components for Tailscale's control plane, including relay infrastructure and identity integrations. Responsibilities include full product lifecycle ownership, building for observability, incident response, and maintaining a security-first mindset. Requires experience with distributed systems and Go.
—EngineeringRemoteJan 270
Backend Engineer, Control Plane
Backend Engineer role focused on developing core software components for Tailscale's control plane, including relay infrastructure and identity integrations. Responsibilities include full product lifecycle ownership, building for observability, incident response, and maintaining a security-first mindset. Requires experience with distributed systems and Go.
—EngineeringRemoteJan 270
Security Infrastructure Engineer
Software engineer specializing in security and infrastructure to grow the product security team. Responsibilities include designing and building security controls, improving security properties, auditing infrastructure, and supporting engineering decisions with threat modeling and security analysis. Requires expertise in cloud security, container security, internet/web security fundamentals, and proficiency in Go and IaC tooling. Prior experience in a safety-related technical role is also required.
—EngineeringRemoteJan 130
Security Infrastructure Engineer
Software engineer specializing in security and infrastructure to grow the product security team. Responsibilities include designing and building security controls, improving security properties, auditing infrastructure, and supporting engineering decisions with threat modeling and security analysis. Requires expertise in cloud platform security, container security, and internet/web security fundamentals, with proficiency in Go and IaC tooling. Experience in safety-related technical roles is a plus.
—EngineeringRemoteJan 130
Security Software Engineer
Seeking a software engineer specializing in security and privacy to improve the security properties of Tailscale by identifying and implementing security and privacy features, bug fixes, and defense-in-depth. The role involves auditing features for weaknesses, providing mitigations, and supporting engineering decisions with threat modeling and security analysis. The engineer will spend at least 50% of their time writing software.
—EngineeringRemoteJan 130
Security Software Engineer
Software engineer specializing in security and privacy to improve the security properties of Tailscale by identifying opportunities for security and privacy features, bug fixes, and defense-in-depth, and implementing them across the codebase. Auditing features for technical security weaknesses, identifying mitigations or solutions, and driving them towards resolution. Supporting engineering decisions with threat modeling and security analysis and expertise. Spending at least 50% of time writing software.
—EngineeringRemoteJan 130
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
Analytics Engineer, Data
Analytics Engineer at Tailscale, focusing on building and maintaining data models and pipelines for financial, operational, product, and GTM analytics. The role involves partnering with various teams to understand data needs, transforming complex user problems into scalable data solutions, and ensuring data quality and documentation.
—EngineeringRemoteMay '250
Analytics Engineer, Data
Analytics Engineer at Tailscale, a fully distributed company building secure interconnectivity software. The role focuses on designing, building, and maintaining scalable dbt models and data pipelines for financial, operational, product, and GTM analytics. Requires strong SQL, modern data modeling, and the ability to translate user needs into reliable data solutions. The role emphasizes ownership, automation, data quality, and collaboration across various teams.
—EngineeringRemoteMay '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
Software Engineer, Networking
Software Engineer role focused on designing, building, and maintaining Tailscale's global networking infrastructure, including Funnel and DERP relay services. Requires strong networking, software development, and SRE/DevOps skills, with a focus on scalability, high availability, and security. Experience with Go is highly desired.
—EngineeringRemoteFeb '250
Software Engineer, Networking
Software Engineer role focused on designing, building, and maintaining Tailscale's global Funnel and DERP relay infrastructure, emphasizing network engineering, SRE/DevOps, and distributed systems. The role involves ensuring scalability, high availability, performance, and security of hosted services, as well as troubleshooting customer network issues and contributing to open-source client code and the product dataplane. Experience with Go is highly desired.
—EngineeringRemoteFeb '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
Infrastructure Engineer
This role is for an Infrastructure Engineer at Tailscale, a company building secure interconnectivity software. The engineer will support internal business units by building shared engineering services and functionalities, owning projects end-to-end, and working with customer-facing teams. Key responsibilities include designing, building, testing, and documenting core software components, ensuring observability and incident response for running services, and improving system efficiency, scalability, and stability. The role requires experience with CI/CD, secrets management, infrastructure as code, observability, and distributed systems, with a preference for Go and Kubernetes experience. The company offers a competitive compensation package including base salary, equity, and benefits, with a US pay range of $163,000—$204,000 USD.
—EngineeringRemoteOct '240
Infrastructure Engineer
Infrastructure Engineer role at Tailscale, a company building secure network interconnection software. The role focuses on supporting internal business units through shared engineering services, building tools and processes, and working with stakeholders to meet their needs. Responsibilities include designing, building, testing, and documenting core software components, owning running services with a focus on observability and incident response, and analyzing system efficiency and stability. Requires experience with CI/CD, secrets management, infrastructure as code, observability, distributed systems, and cloud environments. Familiarity with networks and Go is a plus. The role is remote and part of an early-stage company.
—EngineeringRemoteOct '240
Technical Writer
Technical Writer to create and deliver world-class product documentation, tutorials, and conceptual guides for networking and security professionals and software engineers using Tailscale's products. Requires strong technical writing experience, proficiency with networking/security concepts, and familiarity with docs-as-code workflows.
—EngineeringRemoteNov '230
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
Team Lead, Customer Support——Remote6w ago—
Team Lead, Customer Support——Remote6w ago—
Manager, Solutions Engineering - Enterprise——Remote6w ago—
Manager, Solutions Engineering - Enterprise——Remote6w ago—
Developer Relations Engineer——Remote7w ago—
Developer Relations Engineer——Remote7w ago—
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