BoomerangFX

Location: Mississauga, Ontario — on-site, five days per week

Reports to: Chief Executive Officer

Mandatory Experience

Bachelor’s degree and MBA; at least 7 years of experience in strategy, consulting, operations, or leadership roles; demonstrated experience working directly with senior executives; and a proven track record of leading cross-functional initiatives.

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 Rapid 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 The Director of Operations serves as a senior strategic partner to the CEO, responsible for driving organizational alignment, managing cross‑functional initiatives, and ensuring the executive’s priorities are executed effectively. The role blends strategy, operations, communication, and leadership, acting as both a force multiplier and a trusted advisor.

Strategic Planning & Execution





- Lead annual and quarterly strategic planning cycles, ensuring goals, KPIs, and priorities are clearly defined.
- Translate executive vision into actionable roadmaps and cross‑functional initiatives.
- Monitor organizational performance, identify risks, and recommend corrective actions.

Executive Advisory & Decision Support

- Provide the CEO with data‑driven insights, briefing materials, and decision frameworks.
- Prepare executive‑level presentations, board materials, and strategic memos.
- Act as a sounding board for high‑impact decisions and confidential matters.

Cross‑Functional Leadership

- Coordinate alignment across departments (Finance, HR, Operations, Product, etc.).
- Lead or oversee special projects, ensuring timelines and deliverables are met.
- Resolve cross‑team bottlenecks and escalate issues proactively.

Internal & External Communications

- Draft executive communications, speeches, and organizational updates.
- Manage stakeholder relationships with partners, investors, and senior leaders.
- Ensure consistent messaging across the organization.

Operational Excellence

- Optimize internal processes, meeting cadences, and executive workflows.
- Oversee the rhythm of the business: leadership meetings, offsites, quarterly reviews.
- Implement systems for tracking priorities, KPIs, and strategic initiatives.

People & Culture

- Partner with HR on leadership development, organizational design, and hiring.




- Support culture‑building initiatives and employee engagement programs.
- Mentor emerging leaders and high‑potential talent.

Confidential & Sensitive Matters

- Handle confidential information with discretion.
- Manage crisis response, sensitive negotiations, and executive‑level conflict resolution.

Mandatory Qualifications

- Bachelor’s degree & master’s degree (MBA) is required.
- 7+ years of experience in strategy, consulting, operations, or leadership roles.
- Experience working directly with senior executives.
- Proven track record of leading cross‑functional initiatives.

Additional Experience We Value

- Background in Startups, SaaS, or service‑based businesses.
- Experience working in fractional or consulting roles.
- Familiarity with tools like HubSpot, Asana, Notion, Salesforce, or BI platforms.

Compensation and Benefits

- Base salary: CAD $100,000–$120,000 annually.
- Annual target performance bonus: 15% of base salary, based on achievement of agreed performance objectives.
- Total target compensation: CAD $115,000–$138,000 annually.
- 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

Submit your résumé with a brief summary of your experience in high-growth software or technology-enabled companies.

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 [email protected].

📌 Director of Operations - Business Operations & Strategy (Mississauga)
🏢 BoomerangFX
📍 Mississauga