Questrade Financial Group (QFG) Logo

Questrade Financial Group (QFG)

Head of Product & Technology (Questbank)

Posted 4 Days Ago
Be an Early Applicant
Hybrid
Toronto, ON, CAN
Expert/Leader
Hybrid
Toronto, ON, CAN
Expert/Leader
Leads Questbank’s integrated product and technology strategy, roadmap, architecture modernization, engineering culture, vendor partnerships, regulatory compliance, and P&L. Oversees product managers, engineers, designers, data scientists, and agile practitioners while driving secure, scalable, cloud-native digital banking experiences. Requires extensive executive leadership, financial services expertise, modern product and technology knowledge, and the ability to align technical initiatives with business growth.
The summary above was generated by AI

Questrade Financial Group (QFG), through its companies - Questrade,  Questbank, Questrade Wealth Management, Community Trust Company, Zolo, and Flexiti, provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, real estate services, financial services and more. We use cutting-edge technology to help Canadians become much more financially successful and secure.

At QFG, we combine human-centric collaboration with AI-driven innovation to redefine financial services. The ideal candidate will be a catalyst for change, using AI to transform and deliver unparalleled customer experiences and shaping a future where AI empowers our teams to do their best work.

Join our diverse, inclusive, and hybrid workplace to unleash your creativity and nurture your curiosity without limits. If you share this sense of infinite possibility, come shape your future at QFG.


What’s in it for you as an employee of QFG?

  • Health & wellbeing resources and programs 
  • Paid vacation, personal, and sick days for work-life balance
  • Competitive compensation and benefits packages
  • Work-life balance in a hybrid environment with at least 3 days in office
  • Career growth and development opportunities
  • Opportunities to contribute to community causes
  • Work with diverse team members in an inclusive and collaborative environment

 

This job posting is for an existing vacancy.

 

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-SD1

#LI-Hybrid

At Questrade Financial Group of Companies, with multiple office locations around the world, we are committed to fostering a diverse, inclusive and accessible work environment. This is an environment where individuals are treated with dignity and respect. Here, the unique skills and experience you bring will be valued. You will be supported and motivated, so that you can harness your unlimited potential. Our team reflects the diversity of the communities we serve and operate in. Having a collaborative and diverse team helps us push boundaries to bring the future of fintech into existence—not only for the benefit of our customers, but for those who build their career with us. 

 

Questrade Financial Group of companies Applicant Tracking System utilizes artificial intelligence (AI) for application screening. The AI system operates on predetermined criteria, with final decisions subject to human review. 

 

Candidates selected for an interview will be contacted directly. If you require accommodation during the recruitment/selection process, please let us know and we will work with you to meet your needs.

 

Similar Jobs

34 Minutes Ago
Easy Apply
Remote or Hybrid
Toronto, ON, CAN
Easy Apply
Entry level
Entry level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Generate and qualify enterprise sales opportunities for Samsara’s SaaS products by conducting approximately 50 daily cold calls, mapping accounts, engaging executives, and building product demand. The role requires resilience, curiosity, collaboration, and the ability to learn technical concepts and use AI in daily workflows. Successful representatives may advance to closing sales roles within two years.
Top Skills: Artificial Intelligence (Ai)Internet Of Things (Iot)Linkedin Sales NavigatorSalesforceZoominfo
34 Minutes Ago
Easy Apply
Remote or Hybrid
Toronto, ON, CAN
Easy Apply
Entry level
Entry level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Entry-level sales role focused on responding to prospective customer inquiries, booking product demos, identifying new business opportunities, supporting Account Development and Account Executive teams, and maintaining accurate CRM records. The position includes formal and on-the-job training to develop into an outbound Account Development Representative and offers a progression path toward Account Executive.
Top Skills: CRMInternet Of Things (Iot)SaaSSalesforce
Expert/Leader
Blockchain • Fintech • Payments • Consulting • Cryptocurrency • Cybersecurity • Quantum Computing
Leads Mastercard’s North American commercialization strategy for BVNK-powered digital asset and stablecoin solutions. Owns regional sales, pipeline development, strategic partnerships, executive client engagement, market expansion, and revenue growth across financial institutions, fintechs, payment providers, merchants, and marketplaces. Partners with product and sales teams to prioritize use cases, guide roadmap decisions, and accelerate adoption of cross-border payments, remittances, payouts, treasury, and other stablecoin-enabled solutions.
Top Skills: Blockchain-Based Payment InfrastructureBvnkDigital AssetsStablecoins

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account