Director, Technology Delivery and Enablement

Lifemark Health Group; Brampton; Hybrid; CAD 130,000 - 160,000; Full time

Job summary

Lifemark Health Group in Brampton, ON is seeking a Director of Technology Delivery and Enablement to lead the application development team and advance modernization across Lifemark’s enterprise landscape.

You will guide developers, DevOps, and QA to deliver secure, scalable software while evolving engineering practices and cloud-native platforms. The role requires 10+ years in software, with 3+ years in leadership, and strong .NET/Azure expertise.

Qualifications

• Post-secondary education in Computer Science or equivalent experience.
• 10+ years of software/application development experience, including 3+ years in leadership roles.
• Strong understanding of application lifecycle management and modern development practices.
• Proficiency in .NET development and cloud-enabled architectures.

Responsibilities

• Provide strategic leadership for Lifemark’s application development and modernization efforts.
• Lead teams across development, DevOps, and QA to deliver secure, scalable solutions.
• Advance DevSecOps, platform engineering, observability, and AI-assisted software development.
• Collaborate with business and technology leaders to align technology with goals.

Skills

Leadership

Software development

Delivery leadership

DevSecOps

Cloud architecture

Education

Post-secondary education in Computer Science or equivalent experience

Tools

.NET

Azure

CI/CD pipelines

Infrastructure as Code

Job description

Director, Technology Delivery and Enablement

Permanent Full Time Director Brampton, ON, CA

Salary Range: $130,000.00 To $160,000.00 Annually

This is a hybrid position, with four days per week in the office and one day remote.

Office Location: 1 Presidents Choice Cir, Brampton, ON L6Y 5S5 (near Hwy. 407 and Mississauga Rd)

Lifemark Health Group (LHG) is a market leader in customized healthcare solutions. With over 20 years of service excellence, LHG is one of the largest, most trusted, and most comprehensive providers in Canada. As a national healthcare company, LHG employs over 5,000 highly trained clinicians, medical experts, and team members in almost 400 locations coast-to-coast and continues to grow both organically as well as through acquisitions. With that growth is a vision to be the most innovative healthcare provider in community rehabilitation, workplace health and wellness, and medical assessment services. Lifemark was acquired by Loblaw Companies on May 10, 2022.

Role Overview

Lifemark Health Group is hiring a Director, Technology Delivery and Enablement to lead our Application Development Team and advance the modernization of our enterprise application landscape. Reporting to the VP of Applications and Security Services, you will oversee the development, implementation, modernization, and ongoing reliability of critical business applications supporting Lifemark’s national operations.

In this hands-on technology leadership role, you will lead teams of developers, DevOps engineers, and QA specialists to deliver secure, scalable, and resilient solutions while evolving our engineering practices and technology platforms. You will champion modern approaches including cloud-native architecture, DevSecOps, platform engineering, intelligent automation, and AI-assisted software development, while improving application observability, engineering productivity, and delivery effectiveness.

Working closely with business and technology leaders, you will help shape Lifemark’s application modernization and technology strategy, including the responsible adoption of generative AI and emerging technologies, reduction of technical debt, modernization of legacy platforms, and continued evolution of our Azure ecosystem. You will also collaborate across departments, security and infrastructure teams, architecture, data and analytics, and external technology partners to ensure technology investments deliver measurable business value.

About You

You are an experienced technology leader with a strong background in software and application development and a track record of leading high-performing technical teams. You combine hands-on technical depth with strong people leadership, delivery discipline, and the ability to translate business needs into secure, scalable technology solutions.

You are comfortable managing multiple concurrent initiatives, guiding application architecture and development practices, building strong cross-functional and vendor relationships, and continuously improving release management, DevOps, monitoring, quality, and reliability. You communicate clearly, develop talent, and stay current with emerging technologies and industry best practices.

Strategic Leadership and Team Management

• Manage the development and maintenance of Lifemark websites and enterprise applications, providing technical leadership, oversight, and execution.
• Plan, organize, prioritize, and delegate work assignments; oversee team results for quality, timely delivery, and adherence to policies and procedures.
• Attract, mentor, develop, and retain top talent while supporting career development and succession planning.

Architecture, Development and Reliability

• Provide guidance on application architecture, UI/UX, database design, and integration with back-end applications.
• Maintain high stability, uptime, and reliability of enterprise applications through robust monitoring and QA practices.
• Experience leading modern DevSecOps and platform engineering practices, including CI/CD, infrastructure as code, automated testing and security, observability, cloud-native architecture, and AI-assisted software development.

Project Execution and Release Management

• Lead and support concurrent initiatives, ensuring alignment with business goals, schedules, and quality standards.
• Plan, coordinate, and execute successful software releases using disciplined release management practices.

Vendor and Cross-Functional Collaboration

• Manage relationships with third-party agencies and technology vendors to deliver robust and scalable solutions.
• Build strong relationships across departments to align technology solutions with business objectives and improve operational efficiency.

Continuous Improvement and Innovation

• Research and evaluate emerging technologies to meet business needs and continuously enhance development practices and tools.
• Identify opportunities to leverage AI technologies, including machine learning and cognitive services, for automation solutions where appropriate.

What we’re looking for

• Post-secondary education in Computer Science or equivalent experience.
• 10+ years of software/application development experience, including 3+ years in leadership roles.
• Strong understanding of application lifecycle management, system architecture, and development methodologies.
• Proficiency in .NET development