Our client, a multi-dealership automotive group, recognizes that people are their greatest asset. They are dedicated to fostering an employee-first culture where every team member feels valued, supported, and empowered to succeed. The company has created an environment built on respect, collaboration, and continuous growth. Their commitment to people is reflected in a comprehensive benefits package, including personal time off, community days, and wellness programs to promote a healthy work-life balance. As the company continues to grow, they are seeking a dynamic, entrepreneurial CFO who is ready to innovate and drive continuous improvement.

Chief Financial Officer (CFO) – Multi-Dealership Automotive Group

Location: Oshawa, ON (onsite with travel to Durham Region dealerships)

Industry: Automotive Retail / Multi-Location Operations

Growth Stage: Expansion to double in the next 3-5 years

The Opportunity

Our client, a rapidly expanding multi-dealership automotive group, is seeking an experienced and transformative Chief Financial Officer (CFO) to lead its financial function through its next phase of growth. This is a build-from-scratch opportunity for a strategic finance leader who thrives in scaling environments and enjoys creating structure where limited infrastructure currently exists.

The company is embarking on a major growth plan, expanding from 6 to 10 dealerships over the next 3–5 years, while centralizing accounting operations and implementing standardized systems across all stores. The CFO will be instrumental in building financial discipline, supporting strategic decision-making, and preparing the business for long-term success.

Why This Role is Open

The current CFO responsibilities are held by the company’s COO (CPA/CA), who has successfully supported finance for over 13 years but will now focus fully on operations. This transition creates a high-impact leadership opportunity for a finance executive to take ownership of all financial functions.

Key Priorities

Lead financial strategy and planning to support dealership growth and acquisitions.
Oversee centralization of accounting and administrative functions into one shared services model.
Standardize accounting processes across all stores, achieving a 5-day close and clear year-end procedures.
Build and maintain cash flow projections and lead ongoing debt/capital restructuring initiatives.
Support EOS (Entrepreneurial Operating System) implementation across the finance function.
Introduce scalable systems, controls, and AI-driven financial analytics to modernize operations.

Core Responsibilities

Partner with the CEO and leadership team to drive long-term financial strategy and support decision-making.
Build and mentor a finance team of 5 Controllers + 1 Group Controller
Implement strong internal controls, reporting frameworks, and scalable processes.
Manage cash flow, capital allocation, floorplan financing, and banking relationships.
Oversee budgeting, forecasting, and financial performance management across multiple entities.
Ensure compliance with accounting standards, tax regulations, and audit requirements.

Ideal Candidate

10+ years of senior finance leadership, with 5+ years in an executive role.
Experience driving major transformations in multi-unit or multi-entity organizations.
Skilled at building finance functions from the ground up in growth environments.
Entrepreneurial, hands-on, and thrives in unstructured settings.
M&A experience.
CPA designation preferred.
Strong track record of implementing systems, AI tools, or ERP platforms.
Excellent communicator and cross-functional leader.

Cultural Fit

This role suits an entrepreneurial, roll-up-your-sleeves leader who can balance strategic vision with tactical execution. The company values collaboration, integrity, and a relentless drive to win.

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