Cfo Associate

Join a High-Caliber Fractional CFO Firm, Specialized in Construction & TradesThis is a Full-time, On Staff position - Not Contract or FreelanceLocation: 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 MattersAs 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 DoAt 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 ForThis 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 professional, 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 QualificationsStrong 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 important qualities are intelligence, judgment, curiosity, work ethic, business sense, and the desire to grow into a broader financial leadership role.
Core Strengths We ValueThe 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 ForThis 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 advisory thinking
Prefer to avoid client-facing work long term
Are looking for a short-term stepping-stone role
This role is for someone who wants to grow into a broader, more strategic finance professional.
CompensationCompensation includes a strong base salary with opportunities for performance-based incentives as responsibility and client involvement increase.
As Mastery continues to grow, this role has the opportunity to grow with the firm through greater responsibility, client exposure, advisory work, and earnings.
Our goal is to develop long-term financial advisors who can eventually operate as trusted strategic partners to business owners.
#J-18808-Ljbffr