Senior Operations Leader (VP or Director)

Senior Operations Leader

Full-Time | Remote - Mississauga

Build the operational engine behind a growing medical-legal organization

MedMatch Recruitment is partnering with an established medical-legal services organization to recruit a strategic and results-driven Senior Operations Leader .

This highly visible leadership role will oversee operational performance across the organization’s Independent Medical Evaluation service s. You will lead workflow optimization, technology and AI adoption, people management, and cross-functional alignment—creating more efficient, scalable systems without compromising quality or compliance.

Reporting directly to executive leadership, you will play a central role in translating business strategy into measurable operational results.

What You’ll Lead

Operational Excellence and Process Improvement

• Assess and continuously improve workflows across intake, scheduling, evaluation coordination, report production, quality assurance, and delivery.

• Identify operational bottlenecks and design practical, scalable solutions.

• Establish and monitor KPIs and service-level agreements related to quality, productivity, turnaround times, and on‑time delivery.

• Lead root-cause analysis and implement long-term solutions to recurring operational challenges.

• Develop dashboards and reporting tools that provide leadership with real-time visibility into operational performance.

• Ensure systems and processes can support continued business growth and expansion.

Technology, AI and Automation

• Identify opportunities to reduce manual work through generative AI, workflow automation, and improved system integration.

• Lead the implementation and adoption of technology that enhances quality, efficiency, and scalability.

• Work with software and IT vendors to optimize case-management systems and integrate new solutions into the existing technology environment.

• Evaluate the return on investment of technology and process‑improvement initiatives.

• Ensure new tools are introduced responsibly and in alignment with quality, privacy, and compliance requirements.

Organizational Alignment and Change Management

• Act as the operational link between clinical, administrative, business development, finance, and executive teams.

• Lead change‑management initiatives by clearly communicating objectives, training employees, and supporting the adoption of new processes and systems.

• Develop and maintain standard operating procedures, training resources, and onboarding programs.

• Build a culture of accountability, collaboration, continuous improvement, and operational discipline.

People and Administrative Leadership

• Lead employees across operations, administration, support services, and physician and healthcare professional assessor coordination.

• Oversee hiring, coaching, performance management, professional development, and succession planning.

• Establish clear responsibilities, decision‑making authority, and accountability across teams.

• Manage reporting schedules, resource allocation, and cross‑functional coordination.

• Provide executive leadership with regular updates on operational performance, risks, priorities, and improvement initiatives.

• Collaborate with business development and finance to support growth targets and broader business‑planning initiatives.

Business Planning and Strategy

• Partner with executive leadership on annual and quarterly business planning.

• Translate strategic priorities into practical operational roadmaps with clear goals, timelines, and accountability.

• Forecast operational capacity based on business growth and the expansion of the evaluator and provider network.

• Support budgeting and resource planning for operations, staffing, and technology.

• Ensure operational capabilities are aligned with the organization’s short- and long‑term growth objectives.

What You Bring

Required Qualifications

• At least five years of progressive operations leadership experience, ideally within medical-legal services, Independent Medical Evaluations, healthcare administration, legal services, or another regulated and deadline‑driven environment.

• A demonstrated record of successfully redesigning workflows and leading process‑improvement initiatives with measurable results.

• Hands‑on experience implementing generative AI tools or automation platforms within business operations, such as document generation, workflow automation, or AI‑assisted review and quality assurance.

• Strong people‑leadership experience, including responsibility for managers or multidisciplinary teams.

• Proven success leading organizational change and supporting the adoption of new systems and processes.

• Advanced ability to develop KPIs, analyze operational data, and create meaningful executive reporting.

• Strong business and financial acumen, with experience contributing to strategic planning, budgeting, or resource allocation.

• Exceptional communication and stakeholder‑management skills.

• The ability to bring structure, clarity, and accountability to complex operational environments.

Preferred Qualifications

• Knowledge of Independent Medical Evaluation processes, terminology, and compliance requirements.

• Experience with case‑management systems, CRM platforms, or medical‑legal documentation software.

• Experience managing IT or software vendors and overseeing system integrations.

• Training or experience in Lean, Six Sigma, or another formal process‑improvement methodology.

• A bachelor’s degree in Business Administration, Healthcare Administration, Operations Management, or a related discipline. An MBA is considered an asset.

What Success Looks Like

In this position, success will include:

• Reduced turnaround times and stronger on‑time delivery across evaluation workflows.

• Successful adoption of AI and automation tools that reduce manual effort and operating costs while maintaining quality and compliance.

• A scalable operating model supported by clear procedures, effective systems, and strong cross‑functional alignment.

• A high‑performing operations team with clear responsibilities and accountability.

• Reliable operational data that strengthens executive decision‑making and company‑wide business planning.

• An operation that is prepared to support continued growth without sacrificing service quality.

Compensation and Benefits

This position offers a competitive compensation package based on experience and qualifications, along with benefits. Additional performance‑based compensation may also be available.

If you are an operational leader who enjoys solving complex problems, improving systems, developing people, and building scalable organizations, we would welcome the opportunity to speak with you.

This job description is intended to describe the general scope and responsibilities of the position. It is not an exhaustive list of all duties, skills, responsibilities, or working conditions associated with the role.