Join a High-Caliber Fractional CFO Firm, Specialized in Construction & Trades This is a Full-time, On Staff position
- Not Contract or Freelance

Location:
Hybrid
- 3 days per week at our Winnipeg office, 2 days remote. You must be located in or near Winnipeg, Manitoba. The Mission Behind Mastery We bring top-tier financial leadership to $3M+ Canadian construction & trades companies — helping them build stronger systems, make smarter decisions, and scale with confidence. Why This Role Matters As a Fractional CFO Associate, you will work directly with the Mastery CFO team to help solve real financial and business problems for our clients. This isn’t bookkeeping or a traditional accounting role where the work ends when the financial statements are prepared. You’ll help analyze business performance, build forecasts and cash flow models, identify financial and operational issues, and develop recommendations that business owners actually use. This is a CFO-in-training role — giving you exposure to the business judgment, financial leadership, and strategic advisory work required to become a high-value financial advisor. The Kind of Work We Do At Mastery, you will help our CFOs and clients: Understand financial performance and identify what is driving the numbers Build budgets, forecasts, cash flow models, and scenario analyses Identify margin, pricing, and operational performance issues Prepare for growth, financing, and major business decisions Navigate liquidity challenges and cash flow pressure Develop stronger reporting, financial systems, and KPIs Turn accounting data into practical business insight Prepare for and support CFO-level client meetings This role blends financial analysis, problem-solving, communication, and advisory thinking. Over time,



you will take on increasing responsibility for analysis, recommendations, client discussions, and eventually direct advisory work. Who We’re Looking For This role is for someone with a strong financial and business foundation who wants to grow into broader, more strategic financial leadership. There is no single required path, but we are looking for someone who already brings meaningful experience and credibility to the table. A CPA, CFA, or CBV with meaningful accounting, finance, or business experience An experienced Controller or senior finance qualified, particularly within construction, trades, project-based businesses, or owner-managed companies Someone with a BComm, MBA, or similar business education, combined with strong practical finance and business experience Someone who has developed strong financial judgment through a combination of education, industry experience, and increasing responsibility What matters is that you understand financial statements, can think analytically, have strong business sense, and are ready to move beyond reporting the numbers to helping business owners make better decisions. You are looking for something more entrepreneurial, strategic, and business-facing. You want to deepen your understanding of how companies operate, how owners make decisions, and how financial leadership can improve the performance of a business. You also want to continue developing the judgment, confidence,



communication skills, and advisory ability required to become a high-value financial leader. Experience and Qualifications Robust candidates will bring a combination of: Meaningful accounting, finance, controllership, or business experience Strong financial statement and financial analysis fundamentals Experience with budgets, forecasts, cash flow, or management reporting Strong Excel or spreadsheet skills The ability to analyze financial information and identify meaningful business issues Strong business judgment and problem-solving ability A genuine interest in advisory work, business strategy, and client-facing financial leadership Experience with construction, trades, project-based businesses, owner-managed companies, or QuickBooks Online is a strong asset. The most significant qualities are intelligence, judgment, curiosity, work ethic, business sense, and the desire to grow into a broader financial leadership role. Core Strengths We Value The right person will be: Analytical, but practical Detail-oriented, but able to see the bigger picture Curious about how businesses make money Comfortable working through ambiguous problems Technically strong and eager to keep learning Confident enough to contribute and humble enough to be coached Strong work ethic, highly accountable, reliable, and client-focused Interested in building a long-term future with Mastery We're looking for someone who wants to develop over several years and grow with the firm. Who This Role Is Not For This role is not a fit if you: Want a purely technical accounting role Prefer repetitive or highly predictable work Are uncomfortable working through ambiguous business problems Do not enjoy analysis, problem-solving, or ad

📌 CFO Associate (Winnipeg)
🏢 Business Consulting
📍 Winnipeg