Commercial Legal Counsel (Tailscale, Remote: United States or Canada)

Own and negotiate commercial agreements including enterprise customer, vendor, partner, marketplace, technology, data protection and confidentiality agreements. Advise Sales and go-to-market teams on deal structure, strategy, risk and escalation. Translate legal issues into clear options and recommendations. Build and improve templates, playbooks, fallback positions, approval thresholds, intake processes and self-service resources. Partner with Security, Privacy, Product and Engineering on customer commitments involving data, security, product functionality, integrations and AI. Work with Finance and Revenue Operations on pricing, revenue, procurement, insurance and commercial matters. Support international transactions and coordinate with outside counsel. Use data on negotiation patterns to improve cycle time and consistency.

Law degree and active bar membership or equivalent authorization to practice law. Meaningful experience advising technology companies on commercial transactions through in-house roles or equivalent work with tech clients. Experience helping a legal function, contracting program or business process scale in startups or high-growth environments. Strong judgment distinguishing material business risk from issues addressable through practical guardrails. Record of leading negotiations with sophisticated counterparties. Clear, concise communication and ability to build trust across teams. Nice to have: commercial work involving developer tools, cloud infrastructure, networking, cybersecurity, SaaS or open-source products; privacy, data protection, AI or IP counseling; CLM tools. Based in the United States (apply via the US posting) or Canada (apply via the Canada posting https://job-boards.greenhouse.io/tailscale/jobs/4734427005).