Senior Director, Legal

Overview

Accountabilities

• Lead the company’s overall legal strategy, advising executive leadership and the CEO on legal, regulatory, and risk-related matters impacting business growth and operations.
• Oversee commercial contracting, including drafting, negotiating, and standardizing agreements with vendors, partners, enterprise clients, and service providers.
• Manage litigation and dispute resolution strategy, including external counsel selection, risk assessment, and settlement decisions.
• Design and oversee enterprise risk management and insurance programs, ensuring appropriate coverage, claims handling, and risk transfer mechanisms.
• Provide legal guidance on employment matters across multiple jurisdictions, supporting HR in building compliant and defensible workforce practices.
• Lead corporate governance, entity management, and support financing, fundraising, and strategic transactions.
• Oversee intellectual property, privacy, and data protection compliance across products, platforms, and operations.
• Build and lead the internal legal and regulatory function while managing external counsel relationships effectively.
• Develop scalable legal frameworks, policies, and templates that enable efficient and consistent business operations.

Requirements

• 8+ years of legal experience, including significant in-house counsel experience supporting operating companies in fast-paced environments.
• Qualified lawyer with a JD (or equivalent) and active bar membership in Canada or a relevant jurisdiction.
• Strong expertise in commercial law, contract negotiation, and enterprise risk management.
• Proven experience managing litigation, regulatory matters, and external legal counsel.
• Deep understanding of employment law, corporate governance, and transactional legal work.
• Familiarity with privacy, data protection, and intellectual property frameworks.
• Strong business acumen with the ability to translate legal risk into practical business decisions.
• Excellent communication skills with the ability to influence executive stakeholders.
• Ability to operate independently in complex, high-growth, and ambiguous environments.
• Experience in technology-enabled, platform-based, or hospitality-related industries is a plus.

Benefits

• Competitive executive compensation package including base salary, bonus, and equity eligibility.
• Fully remote work flexibility with autonomy over work location.
• Comprehensive health coverage, including medical, dental, and wellness benefits.
• Equity participation and long-term incentive opportunities aligned with company growth.
• Flexible PTO policy supporting work-life balance.
• Home office and connectivity stipends for remote work support.
• Travel and accommodation perks within company properties and partner network.
• Retirement savings plan support (e.g., 401(k) or local equivalent depending on region).
• Inclusive, mission-driven environment focused on innovation and operational excellence.

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