Director Of Revenue Operations

Director Of Revenue Operations

The Leadership Agency has partnered with Clutch to hire a Director of Revenue Operations. Clutch is Canada's largest online used car retailer. Clutch is redefining how Canadians buy and sell vehicles by offering a fully digital, hassle-free experience. Clutch is revolutionizing how Canadians buy and sell vehicles—100% online, door-to-door delivery, and a 10-Day Money-Back Guarantee.

Clutch is scaling rapidly with a complex, multi-channel revenue model that spans e-commerce, trade-ins, financing, and logistics. With a deep investment in data, automation, and operational excellence, the company is building a strong foundation for long-term growth. This role offers a unique opportunity to build and lead the Revenue Operations function from the ground up—driving impact across sales, marketing, and customer operations. Backed by some of the most respected venture capital firms in North America, Clutch is well-positioned for continued national expansion.

Founded in 2017 and headquartered in Toronto

Business Model: Canada's largest online used car retailer, revolutionizing how Canadians buy and sell vehicles—100% online, door-to-door delivery, and a 10-Day Money-Back Guarantee.

Total Funding Raised: $190M (Series D of $50M was raised Feb 2025)

Notable Investors: D1 Capital Partners, Altos Ventures, BMO Capital Partners, Canaan, Real Ventures

Named to the Globe & Mail's Top Growing Companies in Canada – two years in a row

Recognized on Deloitte's Technology Fast 50™ and Fast 500™ lists for rapid growth and innovation

Featured In: TechCrunch, CBC, Business Insider, The Globe & Mail, Global News

About The Role

Clutch is seeking a data-driven, process-oriented, and strategic leader to join their team as Director of Revenue Operations. This individual will play a critical role in designing the systems, workflows, and insights that power Clutch's go-to-market engine across customer acquisition, retail sales, dealer transactions, and post-sale experiences.

Revenue Systems & Process Optimization

• Design and implement scalable, tech-enabled workflows across the revenue lifecycle.
• Own the GTM tech stack, with a primary focus on optimizing HubSpot CRM for automation, reporting, and data integrity.
• Lead the adoption and utilization of tools like Gong to drive performance insights and messaging consistency.
• Collaborate with Product and Engineering to build internal tools that enhance operational efficiency.
• Define service-level agreements (SLAs), hand offs, and documentation to ensure alignment across functions.

Revenue Forecasting & Analytics

• Oversee revenue forecasting models across all business lines.
• Deliver accurate forecasts and scenario planning to support executive decision-making.
• Conduct performance analysis and identify trends, opportunities, and risks.
• Present weekly insights to leadership teams to inform strategic direction.

Team Leadership

• Build and lead a high-performing RevOps team focused on systems, enablement, and analytics.
• Set clear goals, coach for high performance, and foster a culture of experimentation and adaptability.

Requirements

• 8–10+ years of experience in Revenue Operations or Sales Operations, ideally in high-growth e-commerce or consumer-facing environments.
• Deep expertise with HubSpot CRM, including configuration, automation, and system integrations.
• Strong financial acumen with a background in forecasting, modeling, and performance analytics.
• Proven ability to lead cross-functional initiatives and influence stakeholders at all levels.
• Exceptional communication skills with the ability to simplify complex data for diverse audiences.
• Experience leading and scaling teams in fast-paced, data-centric environments.
• Hands-on mindset with a willingness to execute directly when needed, especially during periods of rapid growth or change.
• Interest or experience in automotive, online marketplaces, or consumer tech a plus.
• Previous experience in a Series C or Series D startup, where scale, ambiguity, and speed coexist a plus.

Benefits

• Greenfield opportunity to architect and scale Clutch's revenue systems from the ground up.
• High impact, high visibility role with influence across go-to-market strategy and execution.
• Competitive compensation including market salary, meaningful equity, full benefits, and a collaborative, fast-paced in-office culture.