Vice President & General Counsel

Join Clutch, a rapidly scaling company on a mission to build a world-class organization. As the Vice President & General Counsel, you will lead the legal function, serve as a trusted advisor to the CEO and executive team, and own the company's legal strategy and day-to-day execution. This hands-on role requires strong legal judgment, pragmatic business instincts, and the ability to create a modern legal function. You will work closely with various teams across the organization and have the opportunity to build and develop a high-performing legal function over time.

• Lead the company's legal function and serve as a trusted advisor to the CEO and executive team, owning the company’s legal strategy and day-to-day legal execution across various areas.
• Oversee the review, drafting, and negotiation of key commercial agreements, including vendor contracts, SaaS and technology agreements, and other strategic business contracts.
• Build and maintain a scalable privacy and data governance framework, including policies, consent flows, incident response, vendor risk review, and practical guidance on product, analytics, AI, and customer data use.
• Experience: 15+ years of legal experience, ideally including a mix of top-tier law firm training and in-house leadership at a high-growth technology, marketplace, fintech, automotive, consumer, retail, or regulated business
• Entrepreneurial mindset with a bias for action — comfortable operating in ambiguity, building from scratch, and improving how legal work gets done
• Deep experience reviewing, drafting, and negotiating a broad range of commercial contracts with strong business judgment and a bias for practical, scalable solutions
• Education: JD, LLB, or equivalent law degree; licensed and in good standing with the Law Society of Ontario or another Canadian law society
• This is an in-office role based out of our downtown Toronto headquarters or our Mississauga flagship facility
• Experience overseeing or partnering closely on corporate insurance programs, including broker management, policy adequacy, renewals, claims, and coverage across D&O, cyber, E&O, property, garage liability, and other business-critical insurance lines
• Experience advising on privacy, data security, data governance, and technology-related legal issues, including practical application of Canadian privacy laws
• Familiarity with Canadian employment law and experience partnering with HR and business leaders on sensitive employee matters is an asset
• Strong understanding of consumer protection, advertising, e-commerce, and customer-facing compliance obligations
• Experience with automotive retail, OMVIC, vehicle sales, consumer financing, insurance/warranty products, or regulated consumer marketplaces is a significant asset