Full-Time

Vice President & General Counsel

Clutch Technologies

Clutch Technologies

201-500 employees

Tech-driven used-car marketplace with matching

No salary listed

Toronto, ON, Canada

In Person

In-office role based out of downtown Toronto or Mississauga (Ontario).

JD

Category
Legal & Compliance
Required Skills
Data Governance

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Requirements
  • JD, LLB, or equivalent law degree; licensed and in good standing with the Law Society of Ontario or another Canadian law society
  • 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
Responsibilities
  • Serve as the company’s senior legal advisor, partnering closely with the CEO and executive team on strategic initiatives, risk management, regulatory matters, governance, and high-impact business decisions
  • 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
  • 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
  • Lead Clutch’s compliance approach for OMVIC and applicable provincial motor vehicle dealer requirements, including licensing, advertising, disclosures, sales practices, complaints, audits, and internal training
  • 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
  • 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
  • Build practical legal processes, templates, playbooks, approval workflows, and training programs that help teams move faster while managing risk consistently. You’ll help Clutch “check the glovebox” by mastering the basics, avoiding skipped steps, and creating repeatable processes that earn trust
  • Support corporate governance, board materials, investor matters, financings, entity management, policies, and other corporate legal requirements as Clutch continues to scale
  • 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
  • Manage external counsel efficiently across specialized matters, ensuring high-quality advice, clear accountability, and disciplined legal spend
  • 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
Desired Qualifications
  • 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

Clutch.ca operates an online marketplace for buying and selling used cars. It connects individual car owners with buyers through a technology-driven platform that uses an algorithm to match sellers and purchasers and to streamline the transaction process. When a sale is completed on the platform, Clutch.ca collects a service fee. The product works by listing vehicles, matching buyers and sellers, and guiding them through the steps needed to finalize a transfer, including secure payments and documentation support. The platform differentiates itself from traditional car dealerships by emphasizing transparent pricing, data-driven matching, and a user-friendly online experience. Its goal is to simplify and improve trust in used-car trading, making the process faster, clearer, and more accessible for individuals.

Company Size

201-500

Company Stage

Series D

Total Funding

$318.5M

Headquarters

Toronto, Canada

Founded

2016

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Simplify Jobs

Simplify's Take

What believers are saying

  • Clutch raised C$50 million in February 2025, funding Western Canada re-expansion.
  • Halifax in July 2026 became its third new hub this year, proving demand.
  • Revenue hit C$320 million in 2024 and profitability returned, supporting hiring and expansion.

What critics are saying

  • Clutch burned through a 2023 collapse; another capital drought would force retrenchment fast.
  • Carmakers, dealers, and AutoTrader-style marketplaces can copy pickup hubs and squeeze margins.
  • If reconditioning throughput slips in 2026, bad inventory kills trust and breaks the model.

What makes Clutch Technologies unique

  • Clutch combines online used-car retail with physical Customer Hubs in Ottawa, Halifax, and Richmond.
  • Its 10-day money-back guarantee and 210-point inspection reduce buyer fear versus classifieds.
  • Profitable in 2024, Clutch paired software with reconditioning infrastructure and financing, insurance, delivery.

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Benefits

Health Insurance

Health & dental benefits

Flexible Work Hours

Remote Work Options

Paid Vacation

Paid Holidays

401(k) Retirement Plan

401(k) Company Match

Wellness Program

Gym Membership

Phone/Internet Stipend

Home Office Stipend

Overtime pay

Professional Development Budget

Conference Attendance Budget

Training Programs

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

2%

2 year growth

2%
Automotive News
Jul 29th, 2026
Online car seller Clutch opens brick-and-mortar hub in Halifax - Automotive News

Online car seller Clutch opens brick-and-mortar hub in Halifax - automotive news. Clutch opens customer hub in Halifax to meet growing demand in Maritimes. July 29, 2026 06:00 AM EDT Online used-vehicle seller Clutch opened its latest customer hub in Halifax July 29, as the company continues to scale up its brick-and-mortar footprint to supplement its digital sales platform.

Business Wire
Jul 29th, 2026
Clutch opens third Canadian customer hub in Halifax for used car sales

Clutch, Canada's online used car retailer, has opened a new customer hub in Halifax, Nova Scotia. The 11,000-square-foot facility at 219 Hobson Lake Drive serves as a pickup and drop-off point for customers buying or selling vehicles through Clutch.ca. The Halifax location is Clutch's third physical hub opened this year, following openings in British Columbia and Ottawa. The facility offers on-site support, guided digital shopping assistance, and vehicle valuation services. Founded in 2016, Clutch provides end-to-end online vehicle purchasing, including financing, insurance, and home delivery. All vehicles come with a 10-day money-back guarantee and 210-point inspection. The company is headquartered in Toronto and currently services Ontario and Nova Scotia.

Canadian Venture Capital and Private Equity Association
Apr 29th, 2026
How Canadian companies are building for billion-dollar outcomes.

How Canadian companies are building for billion-dollar outcomes. Apr 29, 2026 by CVCA Home how Canadian companies are building for billion-dollar outcomes. Three executives with firsthand experience scaling Canadian venture-backed companies gathered at Invest Canada '25 to share what scaling a company looks like from the people who lived it. Scaling a Canadian venture-backed company to a multi-billion-dollar outcome is not a straightforward journey. Success in this environment is not just a product of grit or timing. It hinges on clear capital pathways, strong founder-investor alignment, disciplined growth pacing, and strategic adaptability in the face of market shifts. At Invest Canada '25, Export Development Canada hosted a VC-focused breakout featuring executives from Clutch Technologies, Solium Capital, and Bellus Health who have each played a central role in building or leading Canadian growth stories. The session avoided simplifications. Instead, the speakers offered an honest look at what it takes to move a company from early momentum to long-term relevance. Participants in the session were reminded that investor alignment does not mean full agreement on every decision. It means working with investors who understand when to step in and when to let operators lead. Several speakers emphasized the importance of investor behaviour during downturns, especially when companies fall short of initial forecasts. Founders and senior leaders often find themselves reforecasting with tighter timelines and new assumptions. When that happens, the role of the board becomes magnified. Panelists noted that seasoned board members know how to navigate tension without creating further disruption. One example from the discussion involved recognizing when a team member had moved into the wrong role for the company's current stage. Rather than pushing for an exit, the board worked with management to reposition the person into a function where they could still contribute. The point was not to protect anyone's feelings but to preserve institutional knowledge and keep the team stable while the company was reforecasting against new assumptions. The conversation also highlighted how leadership transitions are often the most consequential periods in a company's life cycle. Sometimes founders step aside. Other times new executives are brought in to scale the business. In both cases, the success of the transition depends on whether the culture can stretch without snapping. The speakers agreed that continuity of purpose matters more than continuity of personnel. When discussing the path to unicorn status, several speakers pushed back against the fixation on valuation as a performance proxy. They argued that internal execution and operational discipline are more reliable signals of a company's potential than any headline number. One speaker emphasized that growth-stage companies should resist the urge to chase follow-on capital without a tight grasp on capital efficiency and return on invested resources. Another noted thatF investor expectations can become unrealistic when valuation milestones are reached before product maturity. Access to capital remains a critical issue, but the quality of capital matters just as much. Panelists noted that alignment between founders and investors should begin well before a term sheet is signed. One speaker described spending roughly a third of their time engaging with investors outside of active fundraising rounds, treating those interactions as a two-way vetting process. The goal was to test whether a potential partner understood the sector, shared the vision for where the company was going, and could handle the honest conversations that come with a difficult quarter. Some founders accept term sheets that look good on paper but come with burdensome governance or a mismatch in risk appetite, often because that groundwork was never laid. The session emphasized that long-term scaling often requires working with capital that is ready to support cross-border expansion, new product development, or strategic talent acquisition without constant friction over short-term numbers. Hiring was another focus. Canada's tight labor market presents ongoing challenges for scaling firms, particularly those that need specialized talent to move into new markets or sustain product innovation. The panelists spoke about the trade-offs between local hiring and recruiting globally. One insight that stood out was the need for teams to operate with clarity around mission, especially when remote or distributed. Talent density was seen as less of a location problem and more of an alignment problem. When everyone is pulling toward the same outcome, geographic spread becomes less of a drag. Another recurring theme was timing around going public. One speaker shared that they regretted not going public earlier when conditions were more favorable. Others acknowledged the risk of entering public markets before a business has predictable performance metrics. The audience heard that the IPO is not the finish line. It changes the rhythm of accountability and requires a company to reset its internal communications, investor strategy, and growth benchmarks. The session closed with a discussion about the role of Canadian policy and its ability to either support or stall growth. A few speakers underscored the importance of export-oriented mindsets and programs that help Canadian companies establish a global presence. They acknowledged the reality that many scaling companies outgrow the domestic market faster than policymakers are prepared to accommodate. When that happens, firms often look south for capital, customers, or partnerships. The challenge is not simply about keeping companies in Canada, but ensuring they can grow here without being structurally disadvantaged. The insights shared in this session did not present a single playbook. Instead, they reinforced the need for investors to be more than capital providers. The most effective investors act as partners who understand that success comes from matching the right capital to the right company at the right time, then knowing when to stand back and let the team execute. Since 1979, Invest Canada has been where Canada's private capital community comes together to build relationships, close deals, and share real-world experience. It's the definitive forum for GPs and LPs to connect, collaborate, and uncover new opportunities. In 2026, the Invest Canada conference will be taking place in Halifax, May 26-28. Learn more here.

Autosphere
Apr 8th, 2026
Clutch launches second Customer Hub in Ottawa's Bayshore Shopping Centre.

Clutch launches second Customer Hub in Ottawa's Bayshore Shopping Centre. 8 April 2026 Autosphere " Dealerships " Clutch launches second Customer Hub in Ottawa's Bayshore Shopping Centre. The new Clutch Customer Hub at Bayshore Shopping Centre in Ottawa, offering a physical space for customers to pick up or drop off their vehicles. Source: Clutch Canada's leading online car retailer expands its physical footprint, building on the success of its first Customer Hub to bring greater accessibility, transparency, and convenience to Ottawa customers. Clutch, Canada's fastest-growing online used car retailer, announces the opening of its first Customer Hub in Ottawa's Bayshore Shopping Centre (100 Bayshore Dr, Ottawa, ON). This opening marks a significant milestone in Clutch's mission to make buying and selling pre-owned cars easier, more convenient, and accessible to all Canadians. To celebrate the grand opening, Clutch will have refreshments and goodies available for anyone who stops by on Saturday, April 11th for the grand opening. Clutch's Customer Hub will be a pickup and drop-off point for Ottawa customers who opt to buy or sell a used vehicle through Clutch.ca. As Clutch continues to grow, these hubs will play a crucial role in complementing the digital-first model, offering both convenience and human connection. "We've seen how impactful a physical space can be in connecting with our customers," says Dan Park, CEO of Clutch. "Transparency and convenience are core to our business, and giving Canadians the flexibility to engage with us how they want, whether fully online or with in-person support, is important as we continue to grow across Canada." Services Offered Include: * Convenient Pick-Up and Drop-Off: This location will serve as a centralized hub for customers to pick up or drop off vehicles purchased or sold through Clutch.ca, streamlining the handoff experience. * On-Site Support from Clutch Experts: Friendly, knowledgeable Clutch experts will be available on-site to facilitate vehicle hand-offs and ensure a smooth, seamless experience. * Guided Digital Shopping: Customers can browse Clutch's full online inventory using dedicated in-store computers, with staff available to assist in navigating listings, comparing vehicles, and answering any product-related questions. * Supported Real Offers: Clutch experts are available to help customers list their car online and get a real offer based on its value within 2 minutes. * Customer Education and Guidance: Clutch experts will provide in-person guidance on the digital car-buying or selling process.

Automotive News
Apr 7th, 2026
Clutch opens ottawa retail hub as online used-vehicle seller inches into brick-and-mortar.

Clutch opens ottawa retail hub as online used-vehicle seller inches into brick-and-mortar. April 07, 2026 10:16 AM EDT Used-vehicle seller Clutch opened a second Ontario retail hub April 7, as the tech company continues to build a network of brick-and-mortar locations to complement its digital-first sales model. Staying current is easy with newsletters delivered straight to your inbox.