Senior Director, Legal

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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