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Tailscale

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Commercial Legal Counsel

$250,580 – $313,560Remote

  • Legal
  • Canada
  • Full time
  • Today
Newly posted

About the role

Tailscale is seeking a Commercial Legal Counsel to lead day-to-day commercial legal support as the company continues to grow. You will partner with Sales, Finance, Product, and other teams to manage risk, close business, and build scalable contracting practices. This role reports to the Head of Legal and requires a candidate capable of shaping the legal function while remaining hands-on.

Responsibilities

  • Own and negotiate a broad range of commercial agreements, including enterprise customer, vendor, partner, marketplace, technology, data protection, and confidentiality agreements.
  • Advise Sales and other go-to-market teams on deal structure, contracting strategy, risk, and escalation paths.
  • Translate legal issues into clear options and recommendations that help teams make timely decisions.
  • 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, artificial intelligence, and emerging technologies.
  • Work with Finance and Revenue Operations on pricing terms, revenue considerations, procurement, insurance, and other commercial matters.
  • Support international transactions and coordinate with outside counsel when local or specialized expertise is needed.
  • Identify patterns in negotiations and use data to improve cycle time, consistency, and the experience of customers and internal teams.

Required skills

  • Commercial law
  • Contract negotiation
  • Technology transactions
  • Risk management

Nice to have

  • Developer tools
  • Cloud infrastructure
  • Cybersecurity
  • SaaS
  • Open-source
  • Enterprise sales
  • Data protection
  • Artificial intelligence
  • Contract lifecycle management

Qualifications

  • Law degree
  • Active membership in at least one applicable bar or equivalent authorization to practice law

Benefits

  • Health insurance
  • Dental insurance
  • Vision insurance
  • Employer-funded retirement contributions
  • Professional development budget
  • Paid time off
  • Home office setup budget
  • Internet reimbursement
  • Paid parental leave

About the Company

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. Founded in 2019 and fully distributed, the company is backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

Commercial Legal Counsel at Tailscale · Grasshire