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Tailscale

Tailscale

Enterprise · Mesh VPN

HQ
Toronto, CA
Founded
2019
Website
tailscale.com

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 (39)

2 AI · 39 total active
Show
Active onlyAI only (≥ 7)
Stage
AllAgent · 2
Function
AllEngineering · 22Product · 13
Country
AllUnited States · 3Canada · 2
Sort
AI scoreRecentTitle
TitleStageFunctionLocationFirst seenAI score
Engineering Manager, Strategic Projects
Engineering Manager for a strategic projects team focused on AI-native initiatives, including an identity-aware LLM gateway and heavy use of coding agents. The role involves mentoring senior engineers, partnering with leadership and customers to build and ship prototypes and reference architectures, and setting standards for AI tool usage in development.
AgentEngineeringRemote5w ago7
Engineering Manager, Strategic Projects
Engineering Manager for a strategic projects team focused on AI-native initiatives, including an identity-aware LLM gateway and heavy use of coding agents. The role involves managing senior engineers, partnering with leadership and customers to develop prototypes and reference architectures, and setting standards for AI tool usage in development.
AgentEngineeringRemote5w ago7
Developer Relations Engineer
Developer Relations Engineer at Tailscale, focusing on improving the developer experience for their core VPN/connectivity product and expanding into new areas like secure AI access. The role involves building demos, sample apps, technical content, representing the company at events, and working cross-functionally. Requires strong software engineering background, excellent communication skills, and a deep curiosity about systems, including local AI models.
—EngineeringRemote6w ago5
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.
—ProductRemote7w 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.
—ProductRemote7w 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.
—ProductRemote7w 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
Backend Engineer, Identity
Backend Engineer focused on identity and access management features for Tailscale, a secure networking product. Responsibilities include developing core software components, identity services, sign-on functionality (SSO, OAuth2, SAML, WebAuthn), SCIM capabilities, and ensuring service observability, security, scalability, and resilience. Requires participation in on-call rotation and a security-first mindset.
—EngineeringRemote1w ago0
Backend Engineer, Identity
Backend Engineer focused on identity and access management features for Tailscale, a secure interconnection product. Responsibilities include developing core software components, identity services, sign-on functionality (SSO, OAuth2, SAML, WebAuthn), SCIM capabilities, and ensuring service observability, security, and stability. Requires participation in on-call rotation.
—EngineeringRemote1w ago0
Frontend Engineer
Frontend Engineer at Tailscale, a company building secure interconnectivity software. The role focuses on owning the technical direction and architecture of the next-generation web console, building frontend infrastructure, and focusing on identity-adjacent systems. This involves defining frontend architecture, designing authentication and session infrastructure, building a serving platform, establishing conventions, creating patterns and tooling, partnering with design, collaborating with other teams, defining testing strategy, improving local development workflows, and raising the quality bar for frontend engineering. The role requires experience with React, web platform fundamentals, and building internal platforms. Nice-to-haves include experience with AI-assisted development tooling, design systems, and identity/B2B SaaS products.
—EngineeringRemote1w ago0
Frontend Engineer
Frontend Engineer role focused on building the next-generation web console for Tailscale, emphasizing identity-adjacent systems, authentication, and cross-origin integrations. The role involves owning technical direction, building frontend infrastructure, and enabling multiple products within a unified console experience. It requires a strong understanding of web platform fundamentals, browser security, and experience building internal platforms.
—EngineeringRemote1w ago0
Software Engineer, Networking (Features)
Software Engineer focused on networking features and optimizations for the Tailscale product, involving backend services, product ideation, and ensuring security and stability of distributed systems. Requires strong Go, distributed systems, and OS-level networking knowledge.
—EngineeringRemote2w ago0
Software Engineer, Networking (Features)
Software Engineer focused on developing and optimizing core networking features and backend services for the Tailscale product, with an emphasis on product lifecycle ownership, system design, and security.
—EngineeringRemote2w ago0
Solutions Engineer (Singapore) - Commercial
Solutions Engineer for Tailscale in APAC, focusing on commercial expansion. Responsibilities include partnering with sales, leading technical engagements, conducting workshops and POCs, and contributing to product development by writing code and developing integrations for strategic customers. The role also involves gathering field insights to inform product and GTM strategies and building reusable technical assets.
—EngineeringRemote3w ago0
Software Engineer, Networking (Dataplane)
Software Engineer role focused on the core client connectivity features of Tailscale, involving network engineering, software development, and ensuring scalability, performance, and security of networking modules. Requires expertise in networking protocols, Go or similar languages, and distributed systems.
—EngineeringRemote3w ago0
Software Engineer, Networking (Dataplane)
Software Engineer role focused on the core client connectivity features of Tailscale, involving network engineering, software development, and ensuring scalability, performance, and security of networking modules. Requires expertise in networking protocols, Go or similar languages, and distributed systems.
—EngineeringRemote3w ago0
Business Operations & Strategy Manager
This role is for a Business Operations & Strategy Manager at Tailscale, focusing on cross-functional projects that drive the company's long-term success. Responsibilities include commercial strategy, international expansion, improving business systems, and pricing architecture. The role also involves driving AI adoption initiatives and performing data analysis. While AI is mentioned as an area of focus for adoption and assistance, the core of the role is business operations and strategy, not direct AI/ML development.
—ProductRemote5w ago0
Business Operations & Strategy Manager
This role is for a Business Operations & Strategy Manager at Tailscale, a company focused on secure device interconnection. The role involves diagnosing and implementing solutions for significant cross-functional problems, including commercial strategy, international expansion, business systems improvement, and pricing architecture. While the role is not directly building AI, it will drive cross-company AI adoption initiatives and perform data analysis to identify opportunities and mitigate challenges. Experience with AI-assisted workflows is a plus.
—ProductRemote5w ago0
Mid-Market Account Executive
Mid-Market Account Executive responsible for expanding and renewing current customer accounts, as well as acquiring net-new customer accounts through inbound leads and outbound prospecting. This role involves owning deals end-to-end, collaborating with various internal teams, and driving revenue growth for Tailscale's products.
—ProductDenver, CO · Hybrid5w ago0
Team Lead, Customer Support
This role is for a Team Lead, Customer Support in Singapore to establish and lead APAC support operations. The role involves managing a team of 8-10 Support Engineers, ensuring world-class service, and providing follow-the-sun coverage. It requires a technical expert passionate about networking problems and mentoring.
—EngineeringRemote6w ago0
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.
—ProductRemote7w ago0
Mobile Platform Developer
Software Engineer to join the Tailscale engineering team, focusing on developing the Tailscale product, contributing to client code (Swift, Kotlin, Go) and backend services, with a special emphasis on mobile platforms (iOS and Android).
—EngineeringRemote8w ago0
Mobile Platform Developer
Software Engineer to join the engineering team to develop the Tailscale product, contributing to client code and backend services. The client code is a mix of modern Swift, Kotlin and Go. Prior Go expertise is not a requirement. Bring a special focus on our mobile platforms, iOS and Android, while contributing to common code that supports macOS, Windows and other core client platforms.
—EngineeringRemote8w ago0
Infrastructure Engineer
Software Engineer to join Tailscale's growing team, focusing on shared engineering services and functionalities to support internal business units. The role involves building tools, processes, and owning projects end-to-end, with responsibilities including designing, building, testing, and documenting core software components, ensuring observability, participating in incident response, and improving system efficiency, scalability, and stability.
—EngineeringRemoteApr 200
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 · HybridMar 170
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 · HybridMar 170
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
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
Manager, Solutions Engineering - Enterprise——Remote6w ago—
Manager, Solutions Engineering - Enterprise——Remote6w ago—
Developer Relations Engineer——Remote6w ago—
Developer Relations Engineer——Remote6w ago—