Director of Operations

BoomerangFXLocation: Mississauga, Ontario — on-site, five days per weekReports to: Chief Executive OfficerMandatory ExperienceBachelor’s degree and MBA required, together with a minimum of seven years of progressive business operations experience (minimum 3 years in SaaS) including direct people management, talent operations, cross-functional project management and vendor negotiations.Candidates must demonstrate broad operational experience supporting multiple business functions, with direct responsibility for daily execution, employee management, recruitment and onboarding, and business process improvements.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 Fast 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 RoleThe Director of Operations is a true business operations generalist, providing practical leadership and day-to-day support across Customer Operations, Sales, Revenue Operations and Human Resources. Reporting to the CEO, this individual will work closely with department leaders to coordinate priorities, manage cross-functional projects, resolve operational issues and ensure timely delivery of business commitments.The role combines direct people management with broad operational responsibilities, including customer and sales workflows, recruitment and onboarding, employee administration, process improvement, business administration and external relationship management. Working alongside functional leaders and HR business partners, the Director will address gaps in resources, processes and coordination that affect departmental performance.We are seeking a versatile operational leader who can work effectively across functions, understand the practical requirements of each team and take responsibility for execution. Success requires strong project management, sound judgment, attention to detail and the ability to manage employees, vendors and competing priorities with consistent follow-through.Operational ExecutionOversee daily business operations, coordinating departmental priorities, resources and responsibilities.Lead cross-functional projects from scope definition through completion, managing timelines, budgets, dependencies and deliverables.Support Customer Operations, Sales and Revenue Operations by improving workflows, departmental handoffs, CRM discipline and service delivery.Coordinate the resolution of customer and internal operational escalations, ensuring corrective actions are completed and communicated.Manage business administration, office requirements and facilities coordination to support effective daily operations.Establish practical procedures, checklists and approval processes, and ensure consistent implementation across teams.Monitor operating expenses, purchasing and resource utilization in collaboration with Finance, identifying opportunities to improve efficiency and cost effectiveness.Maintain operational reporting and project trackers, follow up on outstanding commitments, and provide the CEO with concise updates on performance, issues and required decisions.People OperationsLead and manage assigned employees, establish clear priorities and performance expectations, and provide regular coaching and feedback.Oversee recruitment execution against approved hiring requirements, including role specifications, candidate pipelines, interview coordination, feedback and hiring administration.Manage onboarding processes, ensuring new employees receive the necessary orientation, equipment, system access, training and management support.Work closely with HR business partners and department leaders on staffing requirements, employee relations, policy implementation and performance management.Coordinate probation assessments, performance reviews, training and employee development activities, ensuring managers complete agreed actions.Oversee employee administration, including personnel records, leave, attendance, staffing changes and payroll inputs, in coordination with HR and Finance.Support employee engagement and retention through effective communication, consistent management practices and timely resolution of workplace concerns.Coordinate offboarding, knowledge transfer, equipment returns and access changes while maintaining confidentiality and business continuity.External Relationships, Vendors & PartnersManage day-to-day relationships with vendors, service providers, landlords, building management and operational business partners.Evaluate proposals and negotiate pricing, commercial terms, service agreements and renewals within approved budgets and delegated authority.Establish clear expectations for external providers and monitor delivery against agreed service standards, timelines and contractual commitments.Coordinate activities and deliverables with business partners, ensuring internal teams fulfil their respective responsibilities.Resolve vendor and partner service issues, commercial discrepancies and operational concerns promptly.Maintain accurate records of contracts, renewal dates, obligations and outstanding matters, working with Finance and other departments as required.Mandatory QualificationsBachelor’s degree and MBA required.At least seven years of progressive experience with direct responsibility for business operations.Demonstrated ability to operate as a generalist across multiple functions, including customer operations, sales or revenue operations, and human resources.Proven experience managing employees, establishing priorities, coaching performance and maintaining accountability.Practical experience in talent and employee operations, including recruitment, onboarding and coordination with HR business partners.Strong cross-functional project management skills, with a record of delivering within agreed timelines.Demonstrated capability in vendor negotiations, relationship management and contract administration.Strong organizational, communication, analytical and problem-solving skills.Proficiency with spreadsheets, CRM systems, project management platforms and employee or applicant tracking systems.Sound judgment when handling confidential employee and commercial information.Availability to work on-site in Mississauga five days per week.Additional Experience We ValueExperience in a growing SaaS, software, technology-enabled or service-based business.Experience coordinating operations and employees across international teams.Familiarity with customer onboarding, implementation, support processes and sales-to-service handoffs.Experience with HubSpot, Salesforce, Asana, Microsoft Teams, HR platforms or applicant tracking systems.Demonstrated improvements in operating efficiency, hiring timelines, onboarding effectiveness, service delivery or project performance.Compensation and BenefitsBase salary: CAD $100,000–$130,000 annually.Annual target performance bonus: 20% of base salary, based on achievement of agreed operational and people-management objectives.Total target compensation: CAD $120,000–$160,000 annually.Comprehensive health, dental and vision coverage.Paid vacation and free on-site parking.The opportunity to work closely with the CEO and senior leadership and make a measurable contribution to a growing global healthcare technology business.How to ApplySubmit your résumé with a brief summary of your experience supporting multiple business functions, managing employees and delivering operational improvements.Please include examples of cross-functional projects delivered, recruitment or onboarding processes managed, vendor negotiations completed and measurable results achieved.Accessibility StatementBoomerangFX 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 recruitment@boomerangfx.com.