Director of Digital Platforms - Delivery

Co-operatorsToronto, ON
CA$114,021 - CA$164,000Hybrid

About The Position

We are a leading Canadian financial services co-operative committed to being a catalyst for a sustainable and resilient society and our team is essential to deliver on this strategy. That’s why we prioritize our people, to ensure we provide a strong culture and development opportunities which enables our team to thrive and to live our purpose. We are driving a transformation in the insurance industry, one that leverages our cooperative values and builds a digital enterprise that stands out in an increasingly crowded digital world. Our Digital & Advisor Technology team uses the same state-of-the-art technology, development practices and processes as leaders in the market and helps you grow your career by supporting you with a culture that makes it easier to get things done. As the Director of Digital Platforms - Delivery, you will lead a cross-functional team of developers, Business Systems Analysts (BSAs), and Quality Assurance (QA) analysts delivering digital solutions across our client-facing channel, including cooperators.ca, Online Services (OLS), Mobile App, and National Quote & Buy (NQB). You will combine strong technical leadership, delivery excellence, and forward-thinking innovation to drive end-to-end delivery of digital initiatives that enhance client experience and create business value. This role plays a pivotal leadership function in shaping the future of software delivery in Digital Platforms Technology, including introducing agentic AI-enabled development practices across the SDLC. You will foster a culture of agile delivery, engineering excellence, and continuous improvement that will enable teams to execute complex initiatives at scale with speed and quality.

Requirements

  • 7-10 years of leadership experience and a strong understanding of modern software development practices and cloud-native architectures in Information Technology and Digital.
  • A post-secondary diploma in Information Technology or Computer Science.
  • Expert knowledge of project and program delivery, including the ability to achieve high levels of employee engagement.
  • Strong understanding of modern software engineering practices and cloud-native architectures.

Nice To Haves

  • Exposure to or hands-on experience with AI-assisted or agentic development models, spec driven development is considered a strong asset.
  • Experience leading digital platform delivery team across web, mobile, and transactional systems is considered a strong asset.

Responsibilities

  • Own and drive the delivery of medium to large-scale digital initiatives across web, OLS, NQB, mobile platforms, ensuring alignment to business priorities and strategic objectives.
  • Partner closely with business and technology leaders to define and evolve strategic product and platform roadmaps, translating vision into actionable delivery plans.
  • Champion modern engineering practices, including CI/CD, DevSecOps, automation, and quality engineering, to improve velocity, reduce delivery friction, and ensure high-quality, resilient solutions.
  • Lead a high-performing, cross-functional team of developers, Business Systems Analysts (BSAs), and Quality Assurance (QA) professionals, fostering an inclusive, accountable, and growth-oriented culture.
  • Drive the adoption of Agile and AI enabled delivery models, strengthening team capabilities in iterative development, product-oriented delivery and value-based prioritization.
  • Ensure strong governance and delivery oversight, including risk management, financial accountability, vendor coordination, and performance tracking across the portfolio.
  • Coach and develop your team by recruiting and selecting talent, managing and rewarding performance, and fostering an agile culture to deliver on strategic objectives.

Benefits

  • Training and development opportunities to grow your career.
  • Flexible work options and paid time off to support your personal and family needs.
  • A holistic approach to your well-being, with physical and mental health programs and a supportive workplace culture.
  • Paid volunteer days to give back to your community.
  • Comprehensive total rewards package including group retirement savings plans, pension and benefits (e.g., health and wellness, dental, disability and life coverage), mental health support and an employee assistance program.
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