Managing Director, Finance and Accounting

Position: Managing Director, Finance and Accounting

Reports To: President & CEO

Job Summary

As a member of the Leadership Team, the Managing Director, Finance and Accounting provides strategic financial leadership; supporting organizational growth, long‑term sustainability, and strong governance across both for‑profit and not‑for‑profit operations. Serving as a trusted advisor to senior leadership and the Board of Directors, this role ensures sound financial stewardship, promotes ethical conduct, and aligns financial strategy with enterprise‑wide objectives.

The Managing Director oversees financial control, accounting, compliance, and enterprise risk management in accordance with GAAP, ASPE, and not‑for‑profit accounting standards. This includes strengthening internal control frameworks, enhancing ERP‑related controls, and ensuring compliance with regulatory bodies, including CRA, TICO, and IATA. The role also leads risk identification and mitigation strategies to safeguard organizational assets and reputation.

Responsible for financial reporting and decision support, the Managing Director prepares and presents comprehensive financial performance reports to the Audit & Finance Committee and Board of Directors, delivering insights on key metrics, budget variances, forecasts, and significant financial events. The position leads financial modeling, scenario planning, and trend analysis to support strategic planning, investment decisions, and operational performance.

The Managing Director leads the annual budgeting and forecasting cycle in collaboration with the Leadership Team, ensuring expenditures are accurately projected, properly categorized, and aligned with strategic priorities. The role also administers and optimizes financial systems and reporting tools, integrating platforms such as Prophix, Informer, and ERP systems to improve data integrity, scalability, and automation. A strong focus is placed on process improvement, standardized documentation, and the adoption of AI‑driven solutions to enhance efficiency and reduce risk.

In addition, the Managing Director manages external audit relationships, oversees statutory filings and payroll governance, and ensures strong expense management controls. The role partners with internal and external stakeholders to evaluate business cases, conduct financial due diligence, and support mergers and acquisitions, assessing associated risks, returns, and long‑term value creation.

Leading and developing a team of finance and accounting professionals, the Managing Director fosters a culture of accountability, continuous improvement, and professional growth. Through strategic leadership and operational excellence, this role ensures financial integrity, compliance, and sustainable performance across the organization.

Responsibilities

• Provide strategic financial leadership as a member of the Leadership Team, supporting organizational growth and long‑term sustainability.
• Build and maintain credibility with senior leadership and the Board of Directors through trusted financial stewardship.
• Uphold and promote ethical conduct across the finance function and the organization.

Financial Control, Compliance & Risk Management

• Lead financial control, accounting, compliance, and risk management activities in accordance with GAAP, ASPE, and not‑for‑profit accounting standards.
• Strengthen and maintain internal control frameworks, including ERP‑related controls.
• Develop and implement enterprise risk management strategies and mitigation plans.
• Ensure compliance with regulatory bodies, including CRA, TICO, and IATA.

Financial Reporting, Analysis & Decision Support

• Prepare and present comprehensive financial performance reports to the Audit & Finance Committee and Board of Directors, including key metrics, budget variances, forecasts, and explanations of significant financial events.
• Lead financial modeling, scenario planning, and trend analysis to support strategic decision‑making and identify risks and opportunities.
• Provide accurate and insightful financial projections to support strategic and operational planning.

Budgeting, Forecasting & Strategic Planning

• Lead the annual budgeting and forecasting process in collaboration with the Leadership Team.
• Ensure planned expenditures are appropriately forecasted, categorized, and aligned with organizational priorities.

Systems, Process Optimization & Automation

• Administer and optimize financial systems and tools, including Prophix, Informer, and other financial applications.
• Integrate financial systems with enterprise platforms (e.g., ERP) to improve data accuracy and reduce manual processing.
• Optimize reporting workflows to improve speed, accuracy, scalability, and consistency across reporting cycles.
• Develop and maintain standardized procedures and documentation.
• Champion the use of automation and AI‑driven tools to reduce manual effort and error rates.

Audit, Statutory Filings & External Relationships

• Coordinate the annual audit and act as the primary liaison with auditors and financial institutions.
• Oversee completion of all statutory filings, including CRA returns, HST, EHT, and payroll remittances.

Payroll & Expense Governance

• Oversee the Payroll team to ensure compliance with CRA requirements and provincial employment standards.
• Establish and maintain policies and procedures for corporate credit cards, including documentation and expense reconciliation.

Investment & Business Case Evaluation

• Partner with internal and external investment teams to evaluate business cases and support successful Club investments.
• Conduct financial due diligence and assess risks and returns associated with investment opportunities.
• Lead, mentor, and develop a team of eight finance and accounting professionals.
• Support employee growth within current roles and toward future career goals.

Requirements

Education and Certification

• Post‑Secondary degree/diploma in Finance, Accounting, Economics, or a related field. An advanced degree is an asset.
• Certified Public Accountant (CPA) designation is required.

Financial Leadership and Expertise

• Minimum of 10 years of progressive experience in a senior financial leadership role, Director level minimum is preferred.
• Extensive experience handling complex financial challenges, making critical decisions, and providing strategic guidance to the organization.
• Track record of success in financial control, compliance, systems management, reporting, analysis, investment evaluation, asset management, and team leadership.
• Experience in a not‑for‑profit environment with knowledge of accounting standards for not‑for‑profit enterprises.

Financial Software and Modeling

• Proficiency in using financial software tools, including Prophix, Informer, and other relevant applications.
• Comfort learning new software applications, ability to think strategically about maximizing their use.
• Exceptional financial modeling skills for developing accurate and insightful financial projections and analyses.

Analytical and Communication Skills

• Strong analytical and problem‑solving abilities necessary for interpreting complex financial data, identifying trends, and developing strategic financial plans.
• Excellent verbal and written communication skills for effectively conveying complex financial concepts to diverse stakeholders.

Leadership and Team Development

• Proven leadership skills to inspire, mentor, and develop high‑performing finance and accounting teams.
• Ability to foster a collaborative and motivated finance team that aligns with the organization’s goals.

Financial Control, Compliance, and Risk Management

• Sound knowledge of financial control frameworks, regulatory compliance, and risk management practices.
• Demonstrated ability to drive process improvements, increase financial efficiency, and enhance financial reporting accuracy.

Strategic Thinking and Alignment

• A strategic thinker with a track record of aligning financial strategies with organizational goals to drive sustainable growth and profitability.

Investment Evaluation and Due Diligence

• Experience in conducting due diligence, evaluating investment opportunities, and presenting recommendations to support sound investment decisions.

Business Acumen and Industry Understanding

• Strong business acumen; able to quickly develop an understanding of the company’s operations, industry dynamics, and competitive landscape to provide valuable financial insights.

Collaboration and Cross‑Functional Skills

• Ability to work collaboratively with cross‑functional teams and other senior executives to achieve financial objectives and advance the company’s mission.

Technical Proficiency

• Proficient in Microsoft Office suite, especially Excel and SharePoint. PowerPoint is an asset for creating comprehensive financial reports and presentations.

Integrity and Ethics

• A high level of integrity, ethics, and professionalism, with a commitment to upholding the highest standards of financial governance and compliance.

Compensation

• Total compensation: $135,000 – $185,000
• Pension Plan
• CAA Membership

Employment is contingent on a successful Criminal Background Check and reference check.

Job applicants who have disabilities shall be provided with reasonable accommodation throughout the recruiting process.