Senior Executive Assistant

Job summary

Provide high-level administrative support to senior leadership by managing complex calendars, communications, and travel logistics. Drive operational excellence within the executive office and assist with project coordination and people operations tasks.

Job details

Why Join BoomerangFX? BoomerangFX isn’t just a 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 offices across the USA, Canada, UK, Sydney, and India, we’re building a truly global organization and expanding our presence in international markets. This is an exciting opportunity to join a high-growth company and play a meaningful role in shaping and supporting our continued international growth. The Role: BoomerangFX is scaling rapidly as the world's leading all-in-one solution for practice management, and we're looking for a highly driven Senior Executive Assistant to sit at the center of the organization, work directly alongside senior leadership, and help power the next phase of our growth. This is a rare opportunity to gain direct exposure to C-suite strategy and decision-making inside a company on an active path toward IPO - recognized as Deloitte's Fast 500 (ranked 6th in Canada) and named Gartner's Disruptor of the Year. You'll operate as a trusted partner to senior leadership, managing priorities, driving execution, and ensuring nothing slips through the cracks - all while building a career inside a PE-backed, globally expanding organization. This is not a passive support role. We're looking for someone who is proactive, sharp, highly reliable, and always one step ahead - someone who thrives on speed, ownership, and the energy of a fast-scaling business. Location: Onsite – 5 days per week (Mississauga) Compensation: $60,000 - $85,000, commensurate with experience + 10% Bonus Equity: Eligible to participate in the BoomerangFX Stock Option Plan after 6 months Benefits: Comprehensive health, dental, and vision coverage Free parking 3 weeks Paid vacation What You'll Own Executive Support to Senior Leadership Serve as a right hand to senior leadership, ensuring daily priorities are managed with precision and urgency Own and manage a high-volume, complex calendar, optimizing for impact, efficiency, and strategic focus Manage and triage executive email communications, drafting responses, prioritizing actions, and ensuring nothing is missed Coordinate travel logistics with speed and attention to detail Prepare meeting materials, agendas, and executive briefings Attend meetings when required, capture key decisions, and drive follow-ups to completion Act as a gatekeeper and operator, protecting leadership's time while enabling the business to move quickly Operational Excellence & Corporate Support Ensure the executive office runs like a high-performance operating system — organized, efficient, and proactive Handle sensitive and confidential matters with the highest level of discretion Support tasks aligned with a corporate secretary function Identify inefficiencies and continuously improve how the executive office operates Project Coordination & People Operations Help maintain employee records, documentation, and operational workflows Coordinate cross-functional communication to ensure alignment across teams Support initiatives that reinforce a high-performance, accountable culture Assist in organizing company-wide meetings, events, and engagement initiatives What We're Looking For 6-8 years of experience in an Executive Assistant, CEO/Executive Office, or senior administrative role Proven experience supporting C-level executives in fast-paced, high-growth environments Strong track record managing complex calendars, inboxes, and travel logistics Exceptional organizational and multitasking abilities with strong attention to detail Excellent written and verbal communication skills Ability to handle highly confidential information with professionalism and discretion Experience supporting people operations is a strong asset Genuine comfort operating in a fast-paced, always-on environment where flexibility beyond standard hours is part of the role Who You Are Proactive & Anticipatory — you don't wait to be told what to do; you see what's needed and act Extremely Reliable — you are someone leadership can fully depend on Detail-Obsessed — you catch what others miss High Ownership — you take responsibility and follow through Calm Under Pressure — you perform in fast-moving, high-stakes situations Business-Minded — you understand priorities and think beyond tasks What Success Looks Like Senior leadership operates at maximum efficiency and focus Calendars, communications, and travel are seamless and optimized Priorities are executed quickly with zero drop-off The executive office becomes a central driver of execution and alignment Why BoomerangFX Be part of a company building the world's best all-in-one platform for practice management Work directly with senior leadership and gain exposure to high-level strategy and decision-making Play a key role in scaling a high-growth, high-performance organization on an active IPO path Join a team that values speed, ownership, and excellence

What you’ll do

Provide high-level administrative support to senior leadership by managing complex calendars, communications, and travel logistics. Drive operational excellence within the executive office and assist with project coordination and people operations tasks.

Requirements

Requires 6-8 years of experience as an Executive Assistant supporting C-level executives in fast-paced, high-growth environments. Candidates must possess exceptional organizational skills, discretion with confidential information, and the ability to work flexible hours.

Benefits

• Comprehensive health coverage • Dental coverage • Vision coverage • Free parking • 3 weeks paid vacation • Stock option plan

Listed skills

• Time management · Preferred
• Project Coordination · Preferred
• written communication · Preferred
• Operational Excellence · Preferred
• Multitasking · Preferred
• Stakeholder Management · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Executive Support
• Calendar Management
• Email Triage
• Travel Coordination
• Meeting Coordination
• Project Coordination
• People Operations
• Confidentiality
• Multitasking
• Written Communication
• Verbal Communication
• Organizational Skills
• Time Management
• Corporate Secretary Support
• Stakeholder Management
• Operational Excellence

Job areas

• Administrative
• Management & Leadership
• Healthcare
• Software
• Human Resources