BoomerangFX
Location: Mississauga, Ontario - on-site, five days per week
Reports to: Chief Executive Officer
Mandatory Experience
A minimum of 10 years of progressive leadership experience in SaaS or enterprise software, including hands-on P&L ownership and direct accountability for revenue, profitability and operating performance. Direct experience operating or scaling a SaaS business with $5 million to $50 million in ARR is mandatory. Experience in private equity-backed SaaS companies is strongly preferred. Only applicants meeting these requirements will be considered for the role.
Why Join BoomerangFX?
BoomerangFX is a global healthcare technology company bringing SaaS, artificial intelligence and digital marketing together to help private-pay healthcare practices operate and grow. Recognized through Deloitte’s Technology Fast 500 program, we are building technology that simplifies practice management, strengthens patient engagement and helps healthcare businesses reach more people.
With operations in the United States, Canada, the United Kingdom, Australia and India, we are scaling internationally and working at the forefront of AI in healthcare. Our teams collaborate across countries and disciplines to turn new ideas into products and services that make a practical difference for customers.
Joining BoomerangFX is an opportunity to build your career alongside a growing global business. You will have meaningful responsibility, exposure to international markets and the opportunity to contribute ideas, develop your skills and see the impact of your work. We welcome people who take ownership, move quickly and want to help build what comes next.
The Role
Reporting directly to the CEO, the successful candidate will serve as a key member of the executive leadership team, with significant autonomy and accountability for operating results.
We are looking for a true business operator - not a traditional corporate administrator, project manager or functional executive. The ideal candidate has successfully managed a SaaS business or operating division with full P&L accountability, built and led high-performing cross-functional teams, improved profitability and scaled recurring revenue businesses through disciplined execution.
This opportunity is particularly suited to executives who have operated as a General Manager, Business Unit President, COO, SVP Operations or Managing Director within a high-growth SaaS, vertical-market software or private-equity-backed technology company.
We are seeking a highly accomplished, hands-on SVP, Operations & General Manager with a proven track record of leading and scaling SaaS businesses with $5 million to $50 million in Annual Recurring Revenue (ARR).
Full P&L Ownership & Financial Performance
- Assume hands-on accountability for the operating P&L, including revenue performance, operating expenses, EBITDA, profitability and cash flow.
- Develop and execute annual operating plans, budgets, financial forecasts and performance improvement initiatives.
- Drive sustainable growth while improving operating margins, capital efficiency and financial discipline.
- Establish clear accountability for revenue, costs, productivity and financial performance across business functions.
- Partner with the CEO and Finance leadership to achieve operating break-even and long-term profitability.
- Identify opportunities to optimize organizational structure, resource allocation and operating expenditures.
Global Business Operations & Execution
- Lead and oversee day-to-day business operations across multiple departments, geographies and functional teams.
- Translate the company’s strategic objectives into actionable operating plans, measurable milestones and accountable execution.
- Build scalable operating processes, management systems and performance reporting across the organization.
- Establish a disciplined operating cadence with weekly business reviews, monthly financial performance reviews and quarterly strategic execution plans.
- Remove operational bottlenecks and drive continuous improvements in organizational efficiency.
- Ensure the business operates effectively and independently with minimal day-to-day intervention from the CEO.
SaaS Revenue Growth & Customer Economics
- Drive execution of the company’s recurring revenue growth strategy in partnership with Sales, Revenue Operations and Customer Success leadership.
- Improve key SaaS metrics, including ARR, MRR, Net Revenue Retention (NRR), Gross Revenue Retention (GRR), customer acquisition cost, CAC payback and customer lifetime value.
- Strengthen sales productivity, customer onboarding, implementation, retention and account expansion.
- Build scalable customer acquisition and customer success processes that support profitable growth.
- Improve customer experience, operational service delivery and customer lifetime economics.
- Ensure commercial initiatives deliver measurable financial returns.
Organizational Leadership & Talent Development
- Lead, coach and hold accountable a global team of functional leaders and managers.
- Build a high-performance, results-oriented culture characterized by ownership, accountability, urgency and operational excellence.
- Evaluate organizational capabilities, identify leadership gaps and strengthen management effectiveness.
- Recruit and develop exceptional leaders capable of managing their functions independently.
- Establish clear departmental KPIs, performance expectations and management scorecards.
- Make decisive personnel, organizational and resource-allocation decisions when required.
Operational Transformation & Scalability
- Lead initiatives to improve productivity, automate workflows and reduce operating complexity.
- Leverage AI, analytics and technology to improve business processes, management visibility and organizational efficiency.
- Standardize and optimize operating processes across international markets.
- Improve coordination and accountability between Sales, Customer Success, Implementation, Technology, Finance and Corporate Operations.
- Drive operational readiness for significant growth without proportionate increases in overhead.
- Identify and execute cost optimization and process improvement opportunities.
Strategic Execution & Executive Partnership
- Serve as a trusted operating partner to the CEO, translating strategic direction into measurable business outcomes.
- Lead cross-functional strategic initiatives, business transformation programs and operational improvement projects.
- Support the operational integration of acquisitions, partnerships and new business units.
- Provide timely, data-driven insights and recommendations to support executive decision-making.
- Take ownership of complex business challenges and resolve them proactively.
- Represent the company in important internal and external business engagements as required.
Mandatory Qualifications
- Minimum 10 years of progressive leadership experience, including significant executive or general management responsibility within SaaS or enterprise software businesses.
- Minimum leadership experience of 10+ years in private equity-backed SaaS companies will be strongly considered.
- Direct experience operating or scaling a SaaS business or business unit generating $5 million to $50 million in ARR.
- Demonstrated hands-on P&L ownership, including direct accountability for revenue, operating expenses, profitability, budgets and financial performance.
- Proven experience as a General Manager, Business Unit President, COO, SVP Operations, Managing Director or equivalent senior operating executive.
- Demonstrated success improving profitability, operational efficiency and recurring revenue growth.
- Strong command of SaaS operating metrics, subscription economics and financial performance management.
- Experience leading multiple business functions and managing senior functional leaders.
- Proven ability to build scalable processes, management systems and high-performing teams.
- Experience operating in entrepreneurial, fast-growing or private-equity-backed technology environments.
- Exceptional financial acumen, analytical capability, judgment and decision-making skills.
- Willingness to be highly hands-on, detail-oriented and directly involved in operational execution.
- Strong executive communication, leadership and organizational transformation capabilities.
- Candidates must have personally owned business outcomes - not merely participated in strategy, advised management teams or supported P&L owners.
Additional Experience We Value
- Previous leadership experience within vertical-market SaaS, healthcare technology, practice management software, CRM, marketing technology or AI-powered enterprise software.
- Experience within a decentralized software operating model, such as Constellation Software, Harris Computer, Volaris Group, Jonas Software or similar organizations.
- Experience scaling SaaS businesses from early commercial traction through $20 million to $50 million or more in ARR.
- Experience leading international or geographically distributed operations.
- Demonstrated success in operational turnarounds, EBITDA improvement or achieving sustainable profitability.
- Experience integrating acquisitions and managing multiple business units.
- MBA, CPA, CFA or other relevant advanced business or financial qualifications.
- Familiarity with AI-enabled business transformation and operational automation.
Compensation and Benefits
- Base salary: CAD $250,000–$275,500 annually.
- Annual target performance bonus: 30-40% of base salary, tied to clearly defined financial, operational and business performance objectives.
- Total target compensation: CAD $325,000–$385,000 annually.
- Performance objectives will reflect measurable outcomes in profitability, cash management, financial reporting and operational execution.
- Comprehensive health, dental and vision coverage.
- Paid vacation and free on-site parking.
- An opportunity to work closely with the CEO and senior leadership and make a measurable contribution to a growing global healthcare technology business.
How to Apply
Interested candidates should submit their résumé along with a brief summary outlining:
The SaaS businesses or business units they have directly managed, including approximate ARR and team size.
The scope of their personal P&L ownership and financial accountability.
Specific examples of revenue growth, EBITDA improvement, operational transformation or profitability achievements they have personally delivered.
BoomerangFX is seeking proven business operators with a demonstrated history of delivering results. Applicants without direct SaaS operating leadership and P&L ownership experience will not be considered.
Accessibility Statement
BoomerangFX is an equal opportunity employer committed to diversity and inclusion. We welcome applications from all qualified individuals and are dedicated to accommodating people with disabilities. If you require accommodation at any stage of the application process, please contact recruitment@boomerangfx.com.
