Senior Director of Finance And Operations; OTE

BoomerangFX is redefining how private-pay healthcare practices operate and grow. Recognized through Deloitte’s Technology Fast 500 program as one of North America’s fastest-growing technology companies, BFX brings together practice management software, digital marketing, and AI-powered solutions to help healthcare providers build stronger, more profitable businesses.

With offices across Canada, the United States, the United Kingdom, Australia, and India, we are building a global healthcare technology company with an ambitious vision: to become the AI operating system and growth infrastructure for private-pay healthcare.

Our next phase requires financial leadership and operational discipline to turn rapid growth into lasting enterprise value.

As Director of Finance & Operations
, you will work closely with the CEO and leadership team to shape strategic plans, strengthen financial oversight, and improve performance across the business.

You will lead financial oversight, strategic planning, board reporting, and operational performance management across multiple business lines and international markets.

Working closely with the CEO and departmental leaders, you will translate business strategy into budgets, forecasts, operating priorities, and measurable results. You will strengthen cash management, improve profitability, evaluate growth investments, and ensure leadership has accurate information to make timely decisions.

The ideal candidate combines rigorous accounting and financial management skills with commercial judgment and proven operational leadership. You must be comfortable challenging assumptions, holding teams accountable, and moving between strategic analysis and detailed execution.

• Oversee accounting, financial reporting, internal controls, and the integrity of financial information across the business.
• Lead timely monthly, quarterly, and annual reporting, including financial statements, variance analysis, and management commentary.
• Oversee billing, revenue recognition, accounts receivable, accounts payable, and payroll controls.
• Coordinate external accountants, auditors, and tax advisers to meet reporting and compliance obligations.
• Strengthen financial policies, approval processes, and controls as the company scales.

• Own cash-flow planning, including a rolling 13-week cash forecast and longer-term liquidity projections.
• Improve collections, working capital, spending discipline, and visibility into cash commitments.
• Analyze profitability by product, service, customer segment, and market.
• Identify and execute opportunities to improve gross margins, control operating costs, and increase cash generation.
• Evaluate spending and investment proposals against expected returns, payback periods, and business priorities.

• Partner with departmental leaders to establish operating plans, budgets, KPIs, and clear accountability for results.
• Lead regular performance reviews, identifying gaps and ensuring corrective actions have owners and deadlines.
• Oversee cross-functional improvement initiatives that strengthen productivity, resource utilization, and execution.
• Assess headcount plans, vendor contracts, procurement, and operating expenditures.
• Improve workflows, reporting systems, and data quality through automation and appropriate use of AI.
• Lead and mentor finance team members while building effective partnerships across Sales, Marketing, Customer Success, Product, and Operations.

• Lead annual budgeting, rolling forecasts, and the financial component of strategic planning.
• Develop financial models, scenario analyses, and business cases for hiring, pricing, product investments, partnerships, and international expansion.
• Monitor SaaS and recurring-revenue metrics, including ARR, retention, churn, gross margin, customer acquisition costs, and payback.
• Translate financial and operational data into clear recommendations on where to invest, improve, defer, or stop.
• Balance growth opportunities with disciplined progress toward sustainable profitability.
• Support financing, due diligence, acquisitions, and other strategic initiatives as required.

• Own preparation of board financial packages, executive dashboards, and performance presentations.
• Provide clear analysis of financial results, forecasts, cash position, business risks, and recommended actions.
• Explain the…