Senior Executive Assistant

BoomerangFX; Mississauga; On-site; CAD 60,000 - 85,000; Full time

Benefits offered by this job

Comprehensive health, dental, and view

Free parking

Stock option plan after 6 months

Job summary

BoomerangFX is seeking a Senior Executive Assistant to sit at the center of the organization, working directly with senior leadership and driving growth. You will manage high-priority calendars, coordinate travel, and prepare executive briefings while protecting leadership’s time for strategic decision-making.

Join a fast-scaling, PE-backed company on an active IPO path, with equity eligibility and a comprehensive benefits package.

Qualifications

• 6-8 years in an Executive Assistant or senior admin role.
• Experience supporting C-level executives in fast-paced, high-growth environments.
• Excellent written and verbal communication; highly organized and detail-oriented.

Responsibilities

• Serve as right hand to senior leadership, prioritizing daily tasks.
• Own and manage a high-volume, complex calendar with strategic focus.
• Coordinate travel logistics with speed and accuracy; prepare meeting materials and briefings.
• Attend meetings, capture decisions, drive follow-ups to completion.
• Protect leadership's time while enabling rapid business progress.

Skills

Calendar management

Travel coordination

Executive support

Confidentiality

Stakeholder management

Job description

BoomerangFX isn’t just a company— it’s a movement redefining how private pay healthcare practices operate. Recognized as one 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.

Compensation: $60,000 - $85,000, commensurate with experience + 10% Bonus

Equity: Eligible to participate in the BoomerangFX Stock Option Plan after 6 months

• Comprehensive health, dental, and vision coverage
• Free parking

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