Chief of Staff, Business Operations

About BoomerangFX

BoomerangFX represents a transformative movement in private-pay healthcare practices, offering advanced practice management software and digital marketing solutions. Recognized by Deloitte's Fast 500 as one of North America's fastest-growing technology companies with a remarkable growth rate exceeding 8000%, it ranks 6th in Canada and 23rd across North America. Headquartered in Toronto with additional offices in the U.S., UK, Australia, and Barbados, BoomerangFX is backed by international private equity and preparing for an IPO. It is also honored as Gartner's Disruptor of the Year and operates a resilient business model in a rapidly expanding healthcare technology market.

The company's SaaS platform supports healthcare professionals in medspas, cosmetic surgery, dermatology, dental, and vision clinics by integrating practice management, EMR, scheduling, lead generation, and digital marketing to help clinics grow revenue, streamline business functions, and improve patient experiences.

Role Overview

The Chief of Staff, Business Operations, acts as a key strategic partner to the CEO, championing organizational harmony and managing cross-department projects while ensuring execution of the executive's priorities. This senior position combines strategy, operations, internal communication, and leadership to amplify the CEO’s effectiveness and provide trusted counsel.

Primary Responsibilities

• Lead the formulation and implementation of annual and quarterly strategic plans, defining clear goals, KPIs, and priorities.
• Convert executive vision into concrete plans and cross-functional initiatives.
• Track company performance, identify potential risks, and propose solutions.
• Deliver data-supported insights, briefing documents, and decision-making frameworks for the CEO.
• Prepare high-level presentations, board reports, and strategic communications.
• Serve as an advisory partner on critical decisions and maintain discretion on confidential issues.
• Facilitate coordination across departments such as Finance, HR, Operations, and Product.
• Lead special projects ensuring timelines and objectives are consistently met.
• Resolve inter-team challenges and proactively escalate significant issues.
• Craft executive communications including speeches and company-wide updates.
• Manage relationships with partners, investors, and senior leaders to ensure aligned messaging.
• Enhance internal operations by optimizing processes, meeting cadences, and workflows.
• Oversee key business rhythms including leadership meetings, offsites, and quarterly reviews.
• Implement effective tracking systems for priorities, KPIs, and strategic projects.
• Collaborate with HR on leadership development, organization structuring, and recruitment efforts.
• Support initiatives aimed at fostering company culture and engaging employees.
• Mentor up-and-coming leaders with high potential within the company.
• Handle sensitive and confidential matters with utmost discretion including crisis management and executive conflict resolution.

Qualifications

• Completion of a Bachelor's degree and an MBA is mandatory.
• A minimum of 10 years’ experience in strategy, consulting, operations, or senior leadership roles.
• Proven experience collaborating closely with senior executives.
• Demonstrated ability to lead multi-departmental initiatives effectively.

Preferred Experience

• Background in startups, SaaS platforms, or service-oriented enterprises.
• Exposure to fractional or consulting positions.
• Familiarity with software tools such as HubSpot, Asana, Notion, Salesforce, or business intelligence platforms.

Compensation & Terms

• Salary range between CAD 100,000 and 120,000 per year plus a 15% performance-based bonus.
• Eligibility to join the company's stock option scheme after six months of continuous employment.
• Role requires attendance in-office five days a week at the Mississauga, Ontario location.