Senior Director, Legal

About the role

This senior leadership position is responsible for shaping and executing the legal strategy of a fast‑scaling, technology‑enabled hospitality business operating across multiple jurisdictions. Reporting directly to the CEO, the role blends legal expertise with business acumen to support safe growth, partnerships, and risk management.

Key responsibilities

• Develop and lead the company’s overall legal strategy, advising the executive team on regulatory, contractual and risk matters.
• Oversee commercial contracting, including drafting, negotiating and standardising agreements with vendors, partners and enterprise clients.
• Manage litigation and dispute‑resolution strategy, selecting external counsel and guiding settlement decisions.
• Design and supervise enterprise risk‑management and insurance programmes.
• Provide employment‑law guidance across multiple jurisdictions and support HR in building compliant workforce practices.
• Lead corporate governance, entity management and support financing, fundraising and strategic transactions.
• Oversee intellectual‑property, privacy and data‑protection compliance for products and platforms.
• Build and manage the internal legal and regulatory function while coordinating external counsel relationships.

Required profile

• Minimum 8 years of legal experience, including significant in‑house counsel work in fast‑paced environments.
• Qualified lawyer with a JD (or equivalent) and active bar membership in Canada or a comparable jurisdiction.
• Proven track record in commercial law, contract negotiation and enterprise risk management.
• Experience managing litigation, regulatory matters and external counsel.
• Deep understanding of employment law, corporate governance and transactional work.
• Familiarity with privacy, data‑protection and intellectual‑property frameworks.

Required skills

• Strong expertise in commercial contracts and negotiation.
• Knowledge of corporate governance and entity management.
• Experience with risk‑assessment, insurance and dispute resolution.
• Understanding of employment law across multiple jurisdictions.
• Awareness of privacy, data‑protection and IP compliance.