Director Technology Product
Toronto, Ontario • Direct Hire • January 12, 2026 • 85063
Base Salary Range: $12200 - $188000
Overview:
Our client is a community service organization that delivers billions of dollars of profit to Ontario. They are undergoing major technology transformation and looking for Leaders to help drive change. Giving back is at the heart of all they do, which defines, motivates and Inspires them. Make an impact in a a highly collaborative environment that believe in empowerment as well as true work/life balance.
Top Responsibilities
- Own the strategic product & technical roadmap for new complex systems aligning to corporate objectives and modernization efforts.
- Lead and develop a 17-person cross-functional technical squad (Developers, BAs, QA, etc.) delivering complex software systems.
- Drive modernization of legacy systems, overseeing rebuilds, and migration to a modern tech stack.
- Implement and mature CI/CD, DevSecOps practices, Automation, and engineering excellence standards.
- Champion Agile ways of working: backlog prioritization, user story quality, and squad rituals etc.
- Mentor and upskill teams through ongoing organizational and technology transformation.
- Serve as a cultural leader who inspires, aligns, and elevates the maturity of the group and the broader organization.
Must-Haves
- Seasoned Director-level experience leading technical teams; not a step-up role.
- Deep application development background (role is not hands-on) with strong understanding of modern engineering practices (CI/CD, pipelines, automation, DevSecOps).
- Proven experience in large-scale technology modernization and transforming legacy systems to modern architectures and processes.
- Strong product management orientation: Agile squads, backlogs, user stories, product roadmaps, stakeholder prioritization etc.
- Demonstrated ability to translate corporate strategy into a technology + product execution plan.
- Exceptional communication and presentation skills, capable of managing complex stakeholder environments.
- Experience leading multi-disciplinary technical teams (Dev, QA, BA)