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.
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.
Job postings at Tailscale most frequently mention: Testing Practices, System Design, Open Source Contribution, Market & Technology Trend Analysis, Machine Learning.
In the past 30 days, Tailscale has posted 0 new AI-related roles.
| Title | Stage | AI score |
|---|---|---|
| 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. | — | 5 |
| 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. | — | 5 |
| 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. | — | 5 |
| 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. | — | 5 |
| 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. | — | 0 |
| 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. | — | 0 |
| 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. | — | 0 |
| 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. | — | 0 |
| 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. | — | 0 |
| 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. | — | 0 |
| 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. | — | 0 |
| 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. | — | 0 |
| 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. | — | 0 |