Who you are

- 4–7+ years of experience in investment banking, private equity, strategic finance, corporate development, or a similarly rigorous analytical environment

- Exceptional financial modeling skills, including integrated three-statement models, transaction analysis, valuation, and multi-scenario forecasting

- Strong understanding of accounting fundamentals and how operating decisions flow through the income statement, balance sheet, and cash flow statement

- Ability to move comfortably between detailed analysis and executive-level recommendations

- Strong written and verbal communication skills, including experience explaining complex financial topics to non-finance stakeholders

- Demonstrated judgment, discretion, and maturity when working with sensitive company information

- High ownership, attention to detail, and comfort operating in a fast-moving environment with evolving priorities

- Experience with high-growth B2B software, fintech, payments, or other recurring or usage-based business models

- Experience evaluating acquisitions, financing alternatives, or strategic transactions

- Familiarity with cap tables, equity financings, transaction waterfalls, and shareholder-return analysis

- Experience preparing materials for boards, investors, lenders, or senior executives

- Exposure to operational planning, pricing analysis, or sales compensation

- Experience with financial systems, planning platforms, or business-intelligence tools is helpful but not required

What the job involves

- We are seeking a Strategic Finance Manager to help shape the financial and corporate strategy of a rapidly growing payments infrastructure company

- This is a high-impact role at the intersection of strategic finance, FP&A;, corporate development, and capital markets. Reporting directly to the CFO, you will work closely with the CEO and executive team on some of the company’s most consequential decisions

- You will own the company’s integrated financial model and use it to answer questions such as:

- Where should we invest to maximize long-term value?

- How quickly can we scale while maintaining financial discipline?

- How should we finance growth?

- How should we evaluate acquisitions, partnerships, and other strategic opportunities?

- How do different operating and capital-structure decisions affect cash, dilution, and shareholder outcomes?





- This is not a traditional reporting-focused FP&A; position. The right candidate will combine exceptional financial modeling with strong commercial judgment, intellectual curiosity, and the ability to operate effectively in an evolving startup environment

- Company Financial Model and Scenario Planning

- Own and continuously improve the company’s integrated three-statement financial model

- Translate operational drivers—including bookings, revenue, pricing, customer behavior, headcount, and expenses—into reliable financial forecasts

- Build rapid scenario analyses for growth investments, pricing decisions, organizational plans, and strategic alternatives

- Evaluate the impact of decisions on revenue, profitability, cash flow, capital requirements, and company value

- Develop both detailed near-term forecasts and long-range strategic plans

- Strategic Transactions and Corporate Development

- Support the evaluation of acquisitions, partnerships, and other inorganic growth opportunities

- Build valuation, returns, synergy, accretion/dilution, and financing analyses

- Support transaction processes from initial screening through diligence, structuring, and integration planning

- Develop clear recommendations that balance strategic rationale, financial returns, execution risk, and opportunity cost

- Capital Structure and Shareholder Analysis

- Maintain a detailed understanding of the company’s capitalization and ownership structure

- Model equity financings, debt alternatives, secondary transactions, acquisitions, and other capital-structure scenarios

- Analyze dilution, shareholder proceeds, payout waterfalls, and financing tradeoffs

- Partner with legal, accounting, and external advisors to ensure analyses are accurate and decision-ready

- Financial Planning and Performance Management

- Lead the annual planning process, rolling forecasts, and long-range planning

- Partner with functional leaders on headcount, operating expenses, investment priorities,



and performance targets

- Identify the operating and financial drivers behind variances, emerging risks, and opportunities

- Connect short-term financial performance to the company’s broader strategic objectives

- Executive, Board, and Investor Support

- Prepare decision-ready materials for executive leadership, the board, investors, and other external stakeholders

- Turn complex financial analysis into concise narratives, recommendations, and clear choices

- Support fundraising and investor diligence processes as needed

- Help leadership evaluate tradeoffs across growth, profitability, liquidity, and long-term enterprise value

- Finance Infrastructure
- Improve the speed, reliability, and transparency of the company’s forecasting and decision-support processes

- Establish clear assumptions, controls, and documentation around key models

- Partner with Accounting and operational teams to strengthen data quality and ensure consistency between actual results and forecasts

- Identify opportunities to automate recurring analysis and create more scalable finance workflows

- What Success Looks Like in the First Year..

- The company has a trusted, flexible financial model that leadership can use to evaluate decisions quickly

- Strategic investments, acquisitions, and financing alternatives are supported by rigorous, decision-ready analysis

- Leadership has a clear view of the company’s capital needs, liquidity, dilution, and shareholder outcomes across scenarios

- Forecasting and planning are faster, more accurate, and better connected to the company’s operating drivers

- Board and investor materials communicate the company’s performance, opportunities, and risks clearly

- You are viewed by the executive team as a trusted strategic partner—not simply the owner of a spreadsheet or budget process

Benefits

- Competitive health benefits including medical, dental, & vision insurance

- VGS stock options
- 401k plan, with employer matching 4% and immediate vesting of employer match

- Life & disability insurance

- Pre-tax flexible spending accounts (dependent and healthcare FSA)

- Flexible work hours and adaptable PTO

- 11 US company holidays

- Eligibility for health benefits starts on Day 1!

- New hire home office set up allowance

- Professional learning reimbursement

📌 Strategic Finance Manager (Canada)
🏢 Very Good Security
📍 Canada