Commercial Legal Counsel

About this role

Tailscale is seeking a Commercial Legal Counsel to provide day-to-day legal support as the company grows. The role involves negotiating commercial agreements, advising teams on risk and deal structures, and collaborating cross-functionally on issues related to technology and security.

About the company

Tailscale builds a zero-config mesh VPN on WireGuard so teams can securely connect devices, servers, and cloud resources without traditional VPN complexity.

What you'll do

• Negotiate commercial agreements including customer, vendor, and confidentiality agreements
• Advise Sales and go-to-market teams on risk and contracting strategy
• Translate legal issues into clear options for decision-making
• Build and improve legal templates and self-service resources
• Collaborate on customer commitments regarding data and security
• Work with Finance on pricing and revenue considerations
• Support international transactions with outside counsel
• Identify negotiation patterns to improve efficiency

What we're looking for

• Active membership in a bar or legal authorization
• Experience advising technology companies on commercial transactions
• In-house experience in a startup or high-growth environment
• Strong judgment in assessing business risks
• Experience leading negotiations with sophisticated clients
• Excellent communication skills across departments
• Ability to work independently and manage competing demands
• Collaborative approach to avoid bottlenecks

Nice to have

• Work involving developer tools and cloud infrastructure
• Experience with enterprise sales and technology partnerships
• Familiarity with privacy and data protection issues
• Experience supporting global customers
• Experience with contract lifecycle management tools

Benefits

• Inclusive, flexible work environment
• Employer-funded retirement contributions
• Paid parental leave program
• Support for professional development