VP & General Counsel

About Clutch:

Were on a mission to reinvent the way people buy sell and own cars. Are you game

Clutch is Canadas largest online used car retailer delivering a seamless hassle-free car-buying experience to drivers everywhere. Customers can browse thousands of cars from the comfort of their home get the right one delivered to their door and enjoy peace of mind with our 10-Day Money-Back Guarantee and thats just the beginning.

Named five years in a row to the Globe & Mails list of the Top Growing Companies in Canada and also awarded spots on Deloittes Technology Fast 50 and Fast 500 lists were looking to add curious hard-working and driven individuals to our growing team.

Headquartered in Toronto Clutch was founded in 2017 and currently services Ontario New Brunswick Nova Scotia British Columbia and Prince Edward Island. Clutch is backed by several world-class investors including Altos Ventures Canaan Partners BMO Capital iA Financial and FJ Labs. To learn more visit .

About the role:

We are on a mission to build a world-class company that is trusted by customers employees partners regulators and investors. As we scale rapidly we are looking for a strategic business-minded VP & General Counsel to lead Clutchs legal function and serve as a trusted advisor to the CEO and executive team.

Reporting directly to the CEO this high-impact role will own the companys legal strategy and day-to-day legal execution across commercial contracts employment and HR matters privacy and data security consumer protection regulatory compliance corporate governance risk & insurance program oversight and automotive retail compliance including OMVIC and applicable provincial requirements. You will operate at the intersection of legal business product operations finance and risk helping Clutch move quickly while building durable scalable processes that protect the company and support growth.

This is a unique opportunity for a builder: someone who brings strong legal judgment pragmatic business instincts and the ability to create a modern legal function for a category-defining Canadian company. The right person will help us Deliver Wow by making complex legal and regulatory work feel simple for the business Take Extreme Ownership of outcomes Check the Glovebox by building strong legal fundamentals and Win Together with teams across Clutch. These values are part of Clutchs cultural framework alongside Experiment Relentlessly and Refuse to Settle.

Importantly this is a hands-on build-from-zero role. For the foreseeable future you are the legal function drafting the agreements writing the playbooks and making the judgment calls yourself before you build a team around you.

What youll do:

• Legal Strategy & Executive Counsel:Serve as the companys senior legal advisor partnering closely with the CEO and executive team on strategic initiatives risk management regulatory matters governance and high-impact business decisions.
• Commercial Contracts & Negotiation:Lead review drafting and negotiation of key commercial agreements including vendor contracts SaaS and technology agreements marketplace and automotive partnerships financing-related agreements real estate and operations agreements and other strategic business contracts.
• Consumer Law & Advertising Compliance:Own legal oversight of consumer-facing policies disclosures advertising claims purchase and sale processes warranty and protection products refund policies and customer communications to ensure compliance with applicable consumer protection laws and regulations.
• Automotive & Dealer Regulation :Lead Clutchs compliance approach for OMVIC and applicable provincial motor vehicle dealer requirements including licensing advertising disclosures sales practices complaints audits and internal training.
• Privacy Data Security & AI Governance:Build and maintain a scalable privacy and data governance framework including policies consent flows incident response vendor risk review data retention privacy impact assessments and practical guidance on product analytics AI and customer data use.
• Employment & HR Legal:Oversee employment matters in partnership with People Operations and external counsel exercising sound judgment on sensitive issues such as terminations investigations and policies and managing specialists where deeper expertise is needed.
• Risk Management & Process Development:Build practical legal processes templates playbooks approval workflows and training programs that help teams move faster while managing risk consistently. Youll help Clutch check the glovebox by mastering the basics avoiding skipped steps and creating repeatable processes that earn trust.
• Corporate Governance & Board Support:Support corporate governance board materials investor matters financings entity management policies and other corporate legal requirements as Clutch continues to scale.
• Cross-Functional Collaboration:Work closely with Product Engineering Operations Finance People Marketing Sales Customer Experience and Marketplace teams to embed legal thinking into business execution without creating unnecessary friction.
• External Counsel Management:Manage external counsel efficiently across specialized matters ensuring high-quality advice clear accountability and disciplined legal spend.
• Team Leadership:Build mentor and develop a high-performing legal function over time fostering a culture of strong judgment ownership speed high standards and practical problem-solving.

What were looking for:

Must have

• Education: JD LLB or equivalent law degree; licensed and in good standing with the Law Society of Ontario or another Canadian law society.
• 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.
• Deep experience reviewing drafting and negotiating a broad range of commercial contracts with strong business judgment and a bias for practical scalable solutions.
• Entrepreneurial mindset with a bias for action comfortable operating in ambiguity building from scratch and improving how legal work gets done.
• This is an in-office role based out of our downtown Toronto headquarters or our Mississauga flagship facility.

Strong assets

• 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.
• Familiarity with Canadian employment law and experience partnering with HR and business leaders on sensitive employee matters is an asset.
• Experience advising on privacy data security data governance and technology-related legal issues including practical application of Canadian privacy laws.
• 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.

Why youll love it at Clutch:

• Autonomy & ownership opportunity to build the legal function influence company strategy and create scalable processes across the business.
• Help shape the future of car buying and selling in Canada by leading a critical function for a fast-growing consumer-facing technology company.
• Direct partnership with the CEO and executive team on complex high-impact business legal and regulatory decisions.
• Work on meaningful and challenging projects across contracts product employment privacy consumer compliance automotive regulation and corporate governance.
• Collaborate with a talented and passionate team in a dynamic fast-paced environment that values ownership experimentation high standards trust and winning together.
• We are dedicated to attracting and retaining top talent with top-of-market compensation packages.
• Above-market health & dental benefits.

Compensation & Benefits:

• Benefits: Comprehensive benefits plans include healthcare dental care vision care prescriptions life insurance and dependent coverage; start from day 1. Applicable for Permanent Full-Time.
• Pay decisions reflect objective criteria: skills performance market benchmarking responsibilities and working conditions.
• This posting is for an existing open vacancy.

Clutch is committed to fostering an inclusive workplace where all individuals have an opportunity to succeed. If you require accommodation at any stage of the interview process please email We use AI-assisted tools to help screen and assess applications. Final hiring decisions are made by our team.