Director, Financial Planning & Analysis in Winnipeg

We are hiring a Director of Financial Reporting & Analysis to own financial reporting, forecasting, and analysis for a growing software business with professional services operations and an international footprint. This role exists to scale financial insight delivery, improve reporting discipline, and materially reduce CFO execution load. You will play a central role in the Messagepoint operation and ensuring leadership, lenders, and the board receive reliable, decision‑ready financial information. This is a hands‑on Director role. There are no direct reports. Success depends on execution, judgment and initiative—not delegation.

What Success Will Look Like

• Fully integrate European operations into the consolidated model and establish an effective working relationship with team members
• Own forecasting and reporting end‑to‑end, removing the CFO from day‑to‑day FP&A execution
• Deliver consistent, credible reporting and analysis that leadership and external stakeholders will trust

What You’ll Do

• Own and continuously improve the integrated financial forecast (P&L, cash flow, and balance sheet drivers)
• Update forecasts for headcount, SaaS and services revenue, expenses, and working capital
• Produce monthly internal financial reporting, analysis and commentary for leadership
• Prepare external reporting for lenders and board materials
• Develop and maintain executive dashboards and KPIs
• Deliver variance analysis versus budget and prior year
• Analyze SaaS and services performance, including ARR, project margins, and billable hours

Cash & Performance Insight

• Own cash flow forecasting and analysis
• Provide customer‑level performance insights (growth, contraction, stagnation)

International & Multi‑Entity Reporting

• Act as primary finance liaison with our European operations
• Map reporting into consolidated financials
• Provide cross-border and multi-entity reporting requirements

Commercial and Revenue Support

• Review deal economics for accuracy, profitability, and ROI
• Validate license schedules against pricing tools and agreements
• Push back on poor‑quality or value‑destructive deals using data
• Support revenue recognition analysis under Canadian ASPE
• Maintain deferred and accrued revenue forecasting
• Partner with Sales Ops / RevOps (analysis and insight only; no operational ownership)

Audit Support

• Prepare schedules and analysis for annual audits
• Coordinate PBC requests and support audit execution

What this role does not do

• This role does not own: Contract negotiation or legal drafting
• RevOps or Sales Ops
• Core accounting, HR, IT, or systems administration

What we’re looking for

• Multi‑entity and international reporting experience (required)
• Strong FP&A and management reporting background
• Experience in professional services environments (POC revenue, billable hours, project margins)
• Exposure to board and/or lender reporting preferred
• SaaS experience preferred but not mandatory

Capabilities

• Bilingual proficiency in English and French (spoken and written).
• Strong Excel modeling and analytical judgment
• Comfortable working with good—but not perfect—systems
• Able to challenge assumptions and push back on deals with data
• Execution‑focused operator, not a theorist

Personal attributes

• Senior, hands‑on, and self‑directed
• Takes ownership of outcomes, not just tasks
• Pragmatic, resilient, detail and deadline‑oriented
• Low ego, high output

Why This Role

This is an opportunity to step into a true Director‑level role with meaningful ownership, visibility and impact—without layers of bureaucracy. If you are at your best when you are trusted to run the numbers, improve how things work, and deliver clarity to leadership, this role will suit you.

Messagepoint is an Equal Opportunity Employer that encourages diversity and inclusion in the workplace. We thank you for your interest; only those who qualify for an interview will be contacted.