We're looking for our next Head of Product & Technology. Could It Be You?The Head of Product & Technology will bridge the gap between product strategy and technical infrastructure. You will lead a high-performing, co-located team of product directors and managers, engineers, designers, and data scientists to build secure, scalable, and customer-centric financial solutions.
This is a critical executive role for a leader who thrives on transforming legacy paradigms into modern, cloud-native architectures while maintaining the rigorous compliance, security, and stability standards required by the Canadian banking sector (OSFI).
Need more details? Keep reading...In this role, responsibilities include but are not limited to:
- Own and execute the end-to-end product and technology roadmap, aligning it with Questbank's overarching business goals.
- Drive a product-led culture that leverages data analytics, user research, and continuous feedback loops to deliver exceptional digital banking experiences.
- Partner with business unit leaders to ensure the product stack directly enables revenue growth, customer acquisition, and retention.
- Oversee the evolution of Questbank's architecture toward modern, API-first, and cloud-native solutions that support the product vision.
- Foster a robust engineering culture rooted in DevOps, CI/CD automation, clean code practices, and technical debt management.
- Evaluate, negotiate with, and manage critical third-party tech vendors, core banking providers, and FinTech partners.
- Ensure all product features and technology deployments comply with OSFI guidelines (specifically B-10, B-13), FCAC, and privacy regulations (PIPEDA).
- Mentor and scale a diverse team of product managers, engineers, and agile practitioners, promoting a culture of psychological safety, accountability, and continuous learning.
- Optimize the cross-functional squad model to eliminate silos between product discovery and technical delivery.
- Primary P&L leader for the bank
So are YOU our next Head of Product & Technology? You are if you...- Have 10+ years of progressive leadership experience in product management and/or software engineering, with at least 5 years in an executive or director-level capacity.
- Have a deep understanding of the Canadian financial services landscape, including retail/commercial banking, payment networks (Interac, Payments Canada modernisation), and core banking systems.
- Have a Bachelor's or Master's degree in Business, Computer Science, Engineering, or a related discipline.
- Have expertise in modern product discovery frameworks and Agile/Scrum/SAFe methodologies.
- Have strong literacy in cloud computing (AWS, Azure, or GCP), microservices architecture, and modern data platforms.
- Have exceptional communication and stakeholder management skills; ability to translate complex product and technical concepts into business outcomes for the C-suite and Board of Directors.
Sounds like you? Click below to apply!#LI-LB1
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