All jobs

Job

Commercial Legal Counsel

Tailscale

Remote Full-Time CA$250.6K – CA$313.6K
Closes in 26 days · Dec 1, 2026

About

Tailscale is hiring a Commercial Legal Counsel to lead day-to-day commercial legal support, partnering with Sales, Partnerships, Finance, Security, Product, and Operations to manage risk and scale contracting practices.

Requirements

  • Law degree and active membership in at least one applicable bar
  • Experience advising technology companies on commercial transactions
  • Experience helping a legal function or business process scale in a high-growth environment
  • Strong judgment and ability to distinguish material business risk
  • Record of leading negotiations with sophisticated counterparties
  • Clear communication and ability to build trust across teams
  • Comfort working independently and prioritizing competing demands

Responsibilities

  • Negotiate a broad range of commercial agreements
  • Advise Sales and go-to-market teams on contracting strategy and risk
  • Translate legal issues into clear options and recommendations
  • Build and improve templates, playbooks, and intake processes
  • Partner with Security, Privacy, Product, and Engineering on customer commitments
  • Work with Finance and Revenue Operations on pricing and commercial matters
  • Support international transactions and coordinate with outside counsel
  • Identify patterns in negotiations to improve cycle time and consistency

Benefits

  • Competitive total compensation package including base salary and equity
  • Comprehensive group benefits for health, vision, and dental
  • Employer-funded retirement contributions
  • Professional development budget of $1500 USD annually
  • Flexible paid time off
  • Home office setup including company-owned laptop and monthly internet reimbursement
  • Paid parental leave program
Finance & BankingLaw & LegalSenior / LeadRemoteLegalCommercial LawTechnologyRemoteSaaS

More jobs you might like