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Chief of Staff, Business Operations

BoomerangFXabout 20 hours ago
Toronto, Ontario, Canada
Senior Level
Full-Time

Top Benefits

Stock Options

About the role

About the Company

BoomerangFX isn’t just a Tech company— it’s a movement redefining how private pay healthcare practices operate. Recognized as one of North America’s Fastest Growing Tech Companies two years in a row by Deloitte’s Fast 500 program ranking 6th in Canada and 23rd in North America. We are a global leader in practice management software and digital marketing solutions. Our growth trajectory of over 8000% is matched by our ambition to disrupt and dominate the healthcare technology landscape.

With headquarters in Toronto and offices spanning the U.S. (Miami, Las Vegas), the UK, Australia, and Barbados, BoomerangFX is a global enterprise backed by international private equity and poised for IPO. We’re honored as Gartner’s Disruptor of the Year and have built a recession-resilient business model in a rapidly expanding market.

BoomerangFX empowers healthcare professionals in medspas, cosmetic surgery, dermatology, dental, vision clinics, and other private-pay industries with an integrated SaaS platform for practice management, EMR, scheduling, lead generation, and digital marketing. Our solutions help hundreds of clinics grow revenue, streamline operations, and enhance patient experiences. Join BoomerangFX and become part of a global community of innovators driving industry transformation.

About the Role

The Chief of Staff, Business 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.

Core Responsibilities:

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.

Qualifications

Bachelor’s degree & master’s degree (MBA) is required. 10+ years of experience in strategy, consulting, operations, or leadership roles. Experience working directly with senior executives. Proven track record of leading cross‑functional initiatives.

Preferred Skills

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.

Pay range and compensation package:

CAD $100,000 - $120,000 + 15% performance-based bonus Automatic eligibility to participate in the Company’s stock option plan after six (6) months of continuous employment. This position is 5 days in Office in Mississauga, ON

About BoomerangFX

Software Development

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