Senior Director, Business Technology & AI Enablement

WELL Health Technologies Corp.; Toronto; Remote; CAD 130,000 - 160,000; Full time

Job summary

A leading healthcare technology firm seeks a Senior Director, Business Technology & AI Enablement in Toronto. This remote position drives the strategy, design, and implementation of enterprise systems, optimizing efficiency through AI and automation. The ideal candidate possesses expertise in ERP, CRM, and strong leadership skills to enhance decision-making across the organization. Join a mission-driven team dedicated to improving patient outcomes.

Benefits

Career development opportunities

Diversity and inclusion commitment

Support for health and wellbeing

Qualifications

• Proven track record of architecting enterprise-wide system modernization.
• Extensive experience with core applications and successful integrations.
• Strong financial acumen and proficiency in vendor negotiations.

Responsibilities

• Define and execute the enterprise technology vision.
• Lead enterprise roadmap development and execution.
• Oversee enterprise-wide AI enablement.
• Modernize core systems to maximize productivity.
• Conduct technology due diligence for M&A integrations.

Skills

Strategic leadership

Enterprise systems implementation

AI and automation expertise

Stakeholder management

Education

Experience with ERP, CRM, HRIS

Tools

Microsoft Fabric

Dynamics 365

Snowflake

Job description

Overview

Our mission is to tech-enable healthcare providers. We develop technologies, services, and support to empower providers to positively impact patient outcomes. Our platform includes front and back-office management software that helps physicians run and secure their practices. Our solutions serve more than 37,000 healthcare providers across the US and Canada and power a large owned and operated healthcare ecosystem in Canada with over 200 clinics supporting primary care, specialized care, and diagnostic services. In the United States, our solutions focus on markets such as gastroenterology, women’s health, primary care, mental health, revenue cycle management, and practitioner recruiting.

As a recognized leader in specialty care, telehealth, and health services, our reach includes:

• A global Electronic Medical Records (EMR) network serving thousands of healthcare clinics and health systems.
• A multi-tiered portfolio of telehealth services, including one of Canada’s largest providers.
• Advanced digital health, billing, and cybersecurity solutions that optimize healthcare operations.
• Specialized support for thousands of U.S. Gastroenterology physicians through tailored products and services.

Our 4,500+ team members are at the center of everything we do, enabling healthcare providers to focus on caring for their patients. From developing innovative technology and services that optimize care delivery to empowering patients to take control of their health, our people are making a measurable impact in the markets we serve.

This is a rare opportunity to shape the future of enterprise technology at a high-growth, mission-driven organization. If you are a visionary eager to drive transformation through technology, we invite you to join us.

The opportunity

Reporting to the SVP Technology Services, we are hiring a Senior Director, Business Technology & AI Enablement to lead enterprise systems strategy and execution. As an innovative and results-driven leader, you will develop and optimize enterprise architecture with a key focus on strategy, design, implementation, and roll-out of centralized CRM, ERP and HRIS systems for the corporation. You will also develop the Enterprise Application Roadmap to underpin business growth and AI-driven business process automation. Your expertise will enable our rapidly growing organization to scale effectively, increasing automation, efficiency, and data-driven decision-making. You will drive the evolution of our enterprise systems landscape to ensure alignment with business objectives and industry best practices.

This is a remote role with the opportunity to work as needed from our Toronto or Vancouver offices, depending on your location.

Who you are

You are a leader who blends technical expertise with business acumen. You excel at solving complex business challenges, work cross-functionally with senior management, and foster collaboration between functional and technical teams as a leader in the corporate shared services function. You are looking for the next opportunity to apply strategic leadership capabilities and business insights to lead digital transformation at scale, drive efficiency through technology, and contribute to a company redefining healthcare.

What’s in it for you

Purpose. This is a rare opportunity to shape the future of enterprise technology at a mission-driven organization. Your leadership will drive internal digital transformation, optimizing corporate systems, enterprise applications, and business processes to enhance efficiency, improve decision-making, and enable teams to focus on supporting healthcare providers and improving patient outcomes.

Influence. You will have strategic influence across a growing enterprise, collaborating with executive leadership and key decision-makers across multiple business units and corporate functions to shape technology vision and enterprise architecture for a rapidly expanding healthcare technology ecosystem. Your ability to align systems, data, and automation strategies will drive enterprise-wide efficiencies.

Ownership. You will define, build, and execute a comprehensive roadmap for enterprise applications, modernizing core systems such as ERP, CRM, HRIS, and related processes. You will understand existing business processes, define AI-enabled enhancements, lead implementation, and support the business through significant change. Your leadership will ensure the enterprise application roadmap is scalable, agile, and future-ready.

Autonomy. You will drive innovation and transformation with the freedom to introduce cutting-edge AI, automation, and analytics solutions, optimize workflows, and enhance business intelligence capabilities. Your vision will shape how we leverage technology to accelerate growth and increase efficiency across subsidiaries.

Career development. We continue to grow through demand for our solutions, offering exposure to complex M&A integrations, enterprise-wide system transformations, and large-scale digital strategy execution. As we transform, you will have opportunities to expand your leadership scope across the organization.

• You will :
• Define and execute the enterprise technology vision. Architect a comprehensive enterprise systems strategy, integrating ERP, CRM, HRIS, and AI-enabled automation to ensure scalability, agility, and data-driven decision-making.
• Lead enterprise roadmap development and execution. Oversee selection, deployment, and governance of core enterprise systems, ensuring seamless integration and evolution to meet business demands.
• Harness data and AI. Oversee enterprise-wide AI enablement, leveraging a solid data foundation to drive automation at scale. Utilize AI for Enterprise Search, Agentic Workflow Automation, Customer Service, Knowledge, and Documentation. Proficient in Microsoft Fabric, Snowflake, and AI-driven analytics for actionable insights.
• Champion innovation and digital transformation. Modernize CRM, ERP, and HRIS to maximize productivity, user experience, and future-proof operations.
• Lead M&A technology integration. Conduct technology due diligence, assess compatibility, and lead rapid integration of acquired businesses with alignment to standards.
• Build and lead a high-impact technology team. Mentor and develop data analysts, enterprise architects, and service delivery managers to foster innovation and continuous improvement.
• Define and execute key strategies and roadmaps. Own the enterprise applications and data analytics strategy, align with business objectives, and develop roadmaps leveraging automation and AI.
• Cultivate strategic partnerships and align business needs. Engage with senior leaders across functions and subsidiaries to ensure systems empower teams and drive performance.
• Drive prioritization and resource optimization. Establish a structured approach to evaluating and executing technology initiatives, balancing strategic needs, ROI, and cross-functional impact.

You bring :

• Strategic and transformational leadership. A track record of architecting and driving enterprise-wide system modernization, implementing automation, and optimizing operations. Strong stakeholder management and the ability to translate business needs into technical requirements.
• Deep enterprise systems expertise. Extensive experience with ERP, CRM, HRIS, and other core applications, with successful implementation and integration. M&A experience is a plus.
• Experience driving AI, automation, and data innovations. Proficiency with platforms such as Dynamics 365 F&O, Dynamics 365 CRM, Salesforce, Freshworks, Power BI, Power Automate, FiveTran, or Snowflake.
• Operational and financial acumen. Budgeting, vendor negotiations, and ROI-driven technology investments.
• Resilience. Comfort in fast-paced environments, openness to change, and a commitment to excellence.

Why join us?

Healthcare is our sector, and we strive for an open environment that supports health and wellbeing, including resources to discuss mental, physical, and psychological needs. From the CEO to the newest hire, our culture is built on respect, openness, support, and communication. We unite to empower each other to be the best we can be.

We value diversity and inclusion. With almost 65% of our team identifying as female and 70% of leadership identifying as a visible minority, we are proud of our diverse, equitable, and inclusive organization.

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