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VP Legal, Commercial

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Posted Jun 16, 2026

Remote · Canada · US Full Time
Est. $180K – $260K/yr

Overview

A leading technology company specializing in AI-powered marketing platforms is seeking a Vice President of Legal, Commercial. This senior-level attorney role reports to the General Counsel and involves leading and developing a commercial legal team while partnering closely with revenue teams to drive commercial transactions and ensure compliance with legal and operational standards. The position is remote-first and open to candidates located anywhere in Canada or the US, with occasional travel required.

Responsibilities

  • Lead, mentor, and develop a commercial legal team currently consisting of three commercial lawyers, setting priorities and supporting their growth
  • Build and scale the commercial legal function by integrating automation and AI, including developing self-serve and automated resources to enable stakeholders to move quickly while managing risk
  • Identify, implement, and champion automation and AI-enabled tools to improve contracting speed, quality, and consistency, and enhance business visibility across the contract lifecycle
  • Optimize the balance between "high-touch" strategic enterprise deals and "low-touch" automated workflow pipelines
  • Set long-term vision and oversee department hiring and development
  • Collaborate with executive and senior leadership teams on commercial strategy, risk tolerance, and legal operations
  • Structure, negotiate, and draft a wide range of commercial agreements, including major customer and alliance agreements
  • Provide legal advice on commercial and legal matters to key stakeholders
  • Offer thought leadership internally and externally
  • Provide leadership, mentorship, and training to team members

Requirements

  • At least 10+ years of relevant experience as a practical, business-minded lawyer in an in-house or reputable firm setting; US experience preferred
  • In-house experience in advertising, technology, ad tech, data, or media companies
  • Proven track record of strong negotiation skills managing commercial and legal risks in the digital media/ad tech industry while driving significant revenue impact
  • Strong foundation in commercial transactions with deep understanding of intellectual property issues and data licensing concepts
  • Demonstrated experience managing, mentoring, and developing a team of lawyers
  • Ability to collaborate effectively and with urgency with key stakeholders and business teams
  • Experience building or scaling a commercial legal function, including process design, playbooks, and templates, with a demonstrated appetite for adopting automation and AI tools to improve efficiency and consistency
  • Ability to manage projects independently from start to finish with strong follow-through
  • Excellent legal and business judgment, comfortable balancing legal risks and business strategy
  • Exceptional writing skills, strong attention to detail, and ability to create original drafted documents
  • Desire to mentor and educate non-legal team members constructively
  • Creativity, ability to think outside the box, and strong collaboration skills in a remote setting
  • Admission to the Bar in one or more Canadian provinces or US states with an active license to practice law

Compensation & Benefits

  • Highly competitive salary
  • Retirement/401K/Pension savings plans globally
  • Competitive paid time off packages including birthdays off
  • Comprehensive mental health care program
  • Health benefits from day one of employment
  • Work-from-home reimbursements
  • Optional global coworking space membership for those seeking alternatives to home office, with hubs in London and Toronto
  • Robust training and onboarding program
  • Support for personal development initiatives such as conferences, courses, and books
  • Access to programmatic courses and certifications for continuous learning
  • Parental leave program
  • Social and team events

Note: Benefits and perks may vary depending on country of employment and engagement type. In locations without a legal entity, employment and benefits are administered according to local regulations and partner policies.

Location

Remote-first position open to candidates located anywhere in Canada or the United States. Occasional travel may be required.

Remote-friendly employer

This employer operates a remote-first policy — most roles are performed remotely by default, even when a posting doesn't say so explicitly. Individual roles can have exceptions, so confirm the details with the employer.