Vice President, Finance at Kensington Grey Agency Inc in Toronto, Ontario

Job description

• We are seeking an experienced VP, Finance & Strategic Operations to serve as a senior strategic and financial leader within a fast-growing, entrepreneurial organization operating across North America.
• This is not a traditional, accounting-led finance role. This role services as a senior member of the organization sitting on our SLT. The role covers many facets including financial planning & analysis, accounting operations, and cross-border financial strategy, while building the systems, processes, and team structure needed to support a scaling, sales-driven organization. The ideal candidate is equally comfortable operating in the details — AP/AR, reporting, commission structures — and operating at the executive table, shaping company strategy and presenting business insight to senior leadership.

Responsibilities

• Accounting and Organizational Stewardship
• Own the accounting function end-to-end, including accounts payable, accounts receivable, and adherence to accounting best practices.
• Ensure accurate, timely financial record-keeping and close processes across US and Canadian entities.
• Bring CPA-level rigor to the agency's books, policies, and financial practices.
• Lead cross-border financial strategy, including US/Canadian tax considerations and transfer pricing between entities.
• Own and continually strengthen the company's commission and bonus program, ensuring it is effective, well-governed, and aligned to a sales/commission-based business model.
• Build operational structure from the ground up including lead evaluation and implementation of finance systems/tools (e.g., accounting, expense, and payroll platforms) to support scalable, automated reporting.
• Operate as a hands-on leader within a start-up environment, building a lean, scalable team structure that can grow with the business.
• Recruit, lead, and develop a finance team setting the tone for a high-performing, collaborative function.
• Commercial Economics and Business Governance
• Bring commercial fluency to rate structures, talent deal economics, and fee/margin conversations, supporting pricing and scope decisions.
• Develop frameworks for understanding profitability by client, business unit, service offering, market and revenue stream.
• Provide strategic recommendations regarding revenue growth, margin expansion, cost structure, resource allocation and capital deployment.
• Build and strengthen financial planning, forecasting, reporting, and business insight across the organization.
• Strategic Leadership
• Serve as a senior financial advisor to the CEO, COO, CoSS, and fellow Senior Leadership Team members, providing clear recommendations on growth, profitability, investment and risk.
• Develop KPIs and performance dashboards that give leadership timely visibility into the health of the business.
• Hold a leadership seat at the table, bringing an enterprise-wide perspective to leadership conversations, developing and influencing overall company strategy
• Partner cross-functionally with business development, talent, and operations teams to translate financial insight into decisions.
• Identify, assess and execute potential acquisitions, investments, strategic partnerships and joint ventures.

Requirements

• 12-15+ years of progressive finance leadership experience, including significant experience in senior finance leadership roles.
• Experience working across both US and Canadian markets, with a strong understanding of cross-border strategies including taxation and transfer pricing.
• Proven experience building operational and team structure, including developing new processes and systems from scratch.
• Experience leading and developing a team of at least two people.
• Hands-on leadership experience in a start-up environment, comfortable with small and scalable team structures.
• Advanced analytics skills, with the ability to build complex financial models to drive informed decision-making.
• CPA designation or equivalent professional accounting qualification.
• Experience developing executive-level reporting materials for senior leadership teams and business stakeholders.
• Experience in a sales/commission-based environment, including ownership of an effective commission or bonus program.
• Experience managing organizations with multiple legal entities and intercompany relationships is considered a bonus
• Previous experience within a marketing, advertising, media, communications, talent, influencer, creator or related agency business is ideal, but not required.

Skills

Required

• Advanced analytics skills
• Financial modeling
• Accounting operations (AP/AR)
• Financial planning and analysis
• Leadership and team development
• Executive-level reporting
• Commission and bonus program management

Benefits

• At Kensington Grey, we believe in fostering a dynamic and rewarding work environment where talent thrives.
• ✅ Competitive Compensation – We recognize your expertise with a salary and commission structure that reflects your impact.
• ✅ Exciting Brand Collaborations – Work with top-tier talent, global brands, and high-profile campaigns that shape the entertainment and digital landscape.
• ✅ Innovative & Collaborative Culture – Join a passionate team that values creativity, fresh ideas, and a hands-on approach to success.
• ✅ Comprehensive Benefits Package – Enjoy health insurance, retirement plans, and additional perks that make a difference.
• ✅ Networking & Industry Access – Gain exclusive access to industry events, brand partnerships, and top-tier connections that fuel your professional growth.
• Be part of a company that values your contributions and empowers you to make an impact.