Director, Virtual Care Technology Applications

Loblaw Companies Limited•Toronto, ON

6d•CA$128,000 - CA$176,000•Hybrid

About The Position

Loblaw Technology powers some of Canada’s most game-changing retail solutions, giving our customers the ability to live their lives well. Come work with a team that values diverse ideas, fosters a culture of inclusion and develops our talent from within. Loblaw Technology gives you the chance to excel, and helps you to strive for success in a big way. We are looking for a highly technical, business-oriented Director, Virtual Care Technology Applications to help lead the strategy, modernization, and evolution of our Virtual Care program within Pharmacy and Healthcare Technology. This role will look across the end-to-end Virtual Care ecosystem, including the current solution, business capabilities, technology architecture, operational dependencies, provider experience, integrations, vendor landscape, and future growth opportunities. This role will bring thoughtful leadership to ensure the solution evolves into a long-term, scalable, resilient, and strategically aligned healthcare platform. The successful candidate will partner closely with business, digital, operations, architecture, engineering, security, infrastructure, and vendor teams to ensure the continued success of the Virtual Care program. This individual will bring forward innovative ideas, provide practical recommendations, influence key decisions, and help shape a roadmap that supports business growth, improved patient and pharmacy experiences, and operational excellence. This technical leadership role requires a seasoned hands-on leader who can operate at every level — from shaping business strategy to diving deep into complex technical solutions alongside their teams. The ideal candidate brings a track record of leading cross-functional teams through ambiguity, bridging the gap between business priorities and technology execution, while charting a clear path from the program's current state to an elevated future state.

Requirements

An undergraduate degree in Computer Science, Engineering, Information Technology, or a related field, or equivalent experience.
Significant experience in technology leadership, enterprise consulting, solution architecture, application development, or a related field, ideally within healthcare, pharmacy, digital health, or another regulated environment.
Proven ability to serve as a senior technology advisor or solution leader in complex, matrixed enterprise environments.
Strong understanding of end-to-end technology ecosystems, including applications, integrations, infrastructure, cloud, data, security, operations, vendors, and user experience.
Experience assessing current-state environments and developing practical future-state roadmaps, modernization strategies, architectural proposals, and business cases.
Strong knowledge of modern architecture and development practices, including cloud platforms, microservices, APIs, distributed systems, enterprise integration, and legacy modernization.
Ability to evaluate technology options and recommend solutions that balance business value, technical complexity, cost, risk, sustainability, and total cost of ownership.
Experience guiding application modernization, platform stabilization, technology consolidation, cloud transformation, vendor evaluation, platform selection, and technology investment planning.
Proven ability to influence decisions and build alignment across business, technology, operations, vendors, executives, and cross-functional delivery teams.
Strong communication, facilitation, analytical, problem-solving, and decision-making skills, with the ability to explain complex technical concepts to diverse audiences.

Responsibilities

Provide strategic and technical leadership across the end-to-end Virtual Care program.
Assess the current Virtual Care solution focused on the provider experience, including its strengths, weaknesses, risks, dependencies, scalability, stability, and long-term viability.
Develop a strong understanding of the business, product, operational, and technology landscape supporting Virtual Care.
Partner with business, digital, product, operations, architecture, engineering, security, infrastructure, and vendor teams to shape and evolve the Virtual Care roadmap.
Bring forward innovative ideas, solution options, and strategic recommendations that help improve provider experience and efficiency while supporting long-term business objectives.
Influence key decisions by clearly outlining business value, technical feasibility, risk, cost, complexity, timelines, and long-term sustainability.
Guide technology choices, application design, architecture direction, and modernization opportunities.
Ensure Virtual Care solutions align with enterprise architecture standards, technology strategy, security expectations, privacy requirements, and healthcare technology objectives.
Work with delivery teams to remove blockers, improve execution velocity, and ensure initiatives remain aligned to roadmap priorities.
Partner with operations teams to improve application stability, resiliency, supportability, monitoring, incident response, and production performance.
Provide guidance to engineering and delivery teams to ensure solutions are scalable, secure, maintainable, reliable, and designed for future growth.
Translate complex technical concepts into clear business language for senior leaders and cross-functional stakeholders.
Prepare and present recommendations, decision points, roadmap options, risks, and trade-offs to support informed decision-making.
Collaborate across a matrixed environment and build alignment between business needs, digital priorities, technical strategy, and operational realities.
Support investment planning, vendor discussions, technology evaluations, and business cases related to the Virtual Care platform.
Help ensure technology investments deliver meaningful value to patients, pharmacy teams, healthcare professionals, and the broader organization.