Drimva

Tailscale

Head of Legal

$223K–$319K

Remote (United States) +2 · Remote · Director · Full-time · Posted Sep 18, 2026

Location
Remote (United States)
Canada
United States
Experience
Significant legal experience; no specific number of years stated. Candidates may already lead a broad legal organization or be ready to step into their first top legal role.
Education
Law degree; equivalent authorization to practice law is also stated.

About the job

Build and lead Tailscale’s legal function, advising executives and teams on legal risk, business decisions, and the needs of a growing global technology company.

What you'll do

  • Set the legal function’s strategy, operating model, priorities, and team; build scalable processes and capabilities.
  • Advise executives and cross-functional teams on legal matters, risks, and practical business decisions.
  • Manage internal legal resources and outside counsel, including developing a dedicated commercial legal capability.

What they ask for

  • Significant legal experience, including meaningful in-house experience at a technology company and a record of scaling legal functions in startup or high-growth environments.
  • Law degree and active membership in at least one applicable bar or equivalent authorization to practice law.
  • Experience advising executives and senior leaders on complex decisions and partnering with technical, operational, and commercial teams.
  • Admission and good standing with at least one applicable state, provincial, or other recognized bar association.

Nice to have

  • Experience in developer tools, infrastructure, cloud, networking, cybersecurity, or other technically complex software environments.
  • Relevant experience with open-source software, product counseling, privacy, data governance, AI-enabled products, or international operations.

Pay

$223,000 — $319,000 USD (base salary)

AI focus

May advise on AI-related legal matters, including AI and emerging technology; experience with AI-enabled products or use of AI in company operations is preferred. The hiring process uses AI-assisted tools to screen and assess candidates; people make all hiring decisions.

Model-written summary · the original posting is authoritative

First seen Oct 27, 2026 · Last verified Nov 5, 2026 (UTC)