Top Benefits
About the role
Questrade Financial Group (QFG), through its companies - Questrade, Inc., Questrade Wealth Management Inc., Community Trust Company, ThinkInsure, Zolo, and Flexiti, provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, insurance, real estate services, financial services and more. Questrade uses cutting-edge technologies to develop innovative products that give customers better, more affordable ways to take control of their money.
We are everything a traditional financial institution is not. At QFG, you will be constantly moving forward, bringing the future of fintech into existence. You will be a part of a collaborative team that cares deeply about our mission and each other. Your team members will help you conquer challenges, push boundaries and discover what you are truly capable of.
This is a place where you can explore, discover and learn with continuous growth. As a diverse and inclusive place to work, with a hybrid working environment you can unleash your creativity and curiosity with no limits. If you share the same sense of infinite possibility, come shape your future at QFG.
What’s in it for you as an employee of Flexiti?
- 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
We’re looking for our next Head of Technology, Could it be you? As the Head of Technology at Flexiti, you will be a strategic leader responsible for defining and executing Flexiti’s technology strategy. You'll lead a critical transformation project, modernizing our platform to a microservices architecture to drive velocity and innovation. Working closely with various teams and enterprise-wide Centers of Excellence (COEs), you will ensure our technology aligns with business objectives and supports an AI-first culture.
Need more details? Keep reading... In this role, responsibilities include but are not limited to:
- Technology Strategy & Vision: Develop and implement a technology roadmap that drives sustainable growth and competitive advantage. You will lead our architectural evolution to a modern, microservices-based platform, designed for scale and product innovation in alignment with Enterprise Architecture. Effectively balance time to market with strategic considerations.
- Engineering Leadership & Transformation: Oversee the design, development, and implementation of all technology solutions. Drive a culture of agile, high-performing teams, and leverage DevOps best practices to accelerate product delivery.
- AI Adoption & Innovation: Champion the adoption of an AI-first culture, fostering data-driven decision-making and leveraging AI to enhance customer personalization, and optimize operations.
- IT System Management & Cybersecurity: In partnership with Enterprise Cybersecurity COE, you will oversee the management and security of all IT systems. Ensure engineering compliance with secure application development best practices, security-by-design, privacy-by-design and resolution of vulnerabilities. Ensure compliance with enterprise IT, Data and Cyber governance frameworks and policies and industry regulations ensuring transparency and appropriately mitigating risk.
- Site Reliability Engineering: Drive the maturation and adoption of Site Reliability Engineering (SRE) practices as a direct driver of application availability and performance. This includes defining and prioritizing Service Level Objectives (SLOs) for Flexiti applications, advocating for toil reduction, and fostering a blameless culture. Be accountable for Flexiti applications' production monitoring and initial incident response.
- Business Continuity and Disaster Recovery (BCDR): Develop and maintain BCDR plans for Flexiti specific applications and data, ensuring alignment with enterprise standards.
- Cross-functional Collaboration: Partner with business units and senior leadership to align technology initiatives with business outcomes. Translate technical capabilities into tangible business value and ensure seamless integration of new technology into business operations.
- Enterprise COE Integration: Collaborate with enterprise Centers of Excellence (COEs) on engineering standards and practices, AI adoption across the SDLC, and implementation of cloud, API, and data strategies to ensure alignment with broader organizational best practices and leverage shared expertise.
- Vendor Management: Manage relationships with Flexiti external technology vendors and service providers, ensuring cost-effective service delivery and alignment with Flexiti's operational and strategic goals.
So are YOU our next Head of Technology? You are, if you... 15+ years of experience in IT and cybersecurity. Leadership
- Proven experience leading significant technological transformations
- Demonstrated ability to build, lead, and mentor high-performing global engineering teams.
- Demonstrated ability to partner with and leverage enterprise-wide COEs to drive technological alignment.
- Develops, directs, coaches, mentors and reinforces team members in line with the mission, vision, values, goals and performance standards
Business and Technology Knowledge
- Strong understanding of modern architectural patterns that prioritize velocity, security, and scalability.
- Expertise in governance, risk, and control, with a strong focus on cybersecurity.
- Extensive experience with modern digital product delivery practices in a fast-paced, agile environment.
- Has strong business acumen and business planning skills
- Expertise in budget planning, financial management for technology
- Expert knowledge of how to deliver results in alignment with a controls framework.
- Broad knowledge of current and emerging technologies especially AI and strategic application to business needs
- Advanced expertise with modern practices of Agile, SAFe, DevOps, SRE, Chapters and the application to large-scale complex technology organizations
Navigates Complexity & Ambiguity
- Energized when faced with ambiguity
- Manages the risk that comes with moving forward when the outcome isn't certain and leads others to adapt quickly to changing conditions
- Analyzes multiple and diverse sources of information to define problems accurately before moving to solutions
Drives Results
- Sets and accomplishes challenging goals in alignment with high standards
- Pursues everything with energy, drive and the need to finish
- Persists in the face of challenges and setbacks
- Outstanding analytical and problem-solving abilities.
Communicates Effectively, Persuades & Influences
- Excellent communication and interpersonal skills, with the ability to effectively collaborate with individuals at all levels of the organization.
- Shares ideas in a compelling manner that gains interest and commitment from others
- Models and encourages the expression of diverse ideas and opinions
- Maintains strong relationships with stakeholders across the enterprise
Drives engagement & fosters a growth mindset
- Creates a positive and motivating working environment
- Makes people feel that their contributions are visible and valued
- Lead others to view mistakes as opportunities to learn
- Creates a feeling of belonging and strong team morale
- Propels continuous improvement in engineering practices; has a knack for identifying and seizing opportunities for synergy and integration
Additional Kudos If You…
- Spanish is an asset.
Sounds like you? Click below to apply! 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.
About Flexiti
We’re the flexible way to pay™! Founded in 2013 by Peter Kalen, Flexiti is one of Canada's fastest-growing point-of-sale fintech lenders, providing Canadians with flexible financing options to help them make important purchases.
Available at a network of over 8,000 top-tier Canadian retail locations and e-commerce sites, including The Brick, Wayfair.ca, Sleep Country, Staples and Birks, our award-winning sales financing platform provides customers and merchants alike with seamless point-of-sale service. Users can be instantly approved in-store or online to receive 0% interest financing on purchases within their credit limit, without needing to reapply.
Helping Canadians secure over $2B in flexible financing, Flexiti is one of Canada’s fastest growing sales financing providers. In 2022, Flexiti was named one of Canada’s Top Growing Companies for the fourth consecutive year. In 2021, Flexiti ranked 10th on Deloitte’s Canada’s ‘Technology Fast 50™’, 54th on Deloitte’s North American ‘Technology Fast 500™’ and ranked 13th on The Globe and Mail’s ‘2021 Canada’s Top Growing Companies’.
Top Benefits
About the role
Questrade Financial Group (QFG), through its companies - Questrade, Inc., Questrade Wealth Management Inc., Community Trust Company, ThinkInsure, Zolo, and Flexiti, provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, insurance, real estate services, financial services and more. Questrade uses cutting-edge technologies to develop innovative products that give customers better, more affordable ways to take control of their money.
We are everything a traditional financial institution is not. At QFG, you will be constantly moving forward, bringing the future of fintech into existence. You will be a part of a collaborative team that cares deeply about our mission and each other. Your team members will help you conquer challenges, push boundaries and discover what you are truly capable of.
This is a place where you can explore, discover and learn with continuous growth. As a diverse and inclusive place to work, with a hybrid working environment you can unleash your creativity and curiosity with no limits. If you share the same sense of infinite possibility, come shape your future at QFG.
What’s in it for you as an employee of Flexiti?
- 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
We’re looking for our next Head of Technology, Could it be you? As the Head of Technology at Flexiti, you will be a strategic leader responsible for defining and executing Flexiti’s technology strategy. You'll lead a critical transformation project, modernizing our platform to a microservices architecture to drive velocity and innovation. Working closely with various teams and enterprise-wide Centers of Excellence (COEs), you will ensure our technology aligns with business objectives and supports an AI-first culture.
Need more details? Keep reading... In this role, responsibilities include but are not limited to:
- Technology Strategy & Vision: Develop and implement a technology roadmap that drives sustainable growth and competitive advantage. You will lead our architectural evolution to a modern, microservices-based platform, designed for scale and product innovation in alignment with Enterprise Architecture. Effectively balance time to market with strategic considerations.
- Engineering Leadership & Transformation: Oversee the design, development, and implementation of all technology solutions. Drive a culture of agile, high-performing teams, and leverage DevOps best practices to accelerate product delivery.
- AI Adoption & Innovation: Champion the adoption of an AI-first culture, fostering data-driven decision-making and leveraging AI to enhance customer personalization, and optimize operations.
- IT System Management & Cybersecurity: In partnership with Enterprise Cybersecurity COE, you will oversee the management and security of all IT systems. Ensure engineering compliance with secure application development best practices, security-by-design, privacy-by-design and resolution of vulnerabilities. Ensure compliance with enterprise IT, Data and Cyber governance frameworks and policies and industry regulations ensuring transparency and appropriately mitigating risk.
- Site Reliability Engineering: Drive the maturation and adoption of Site Reliability Engineering (SRE) practices as a direct driver of application availability and performance. This includes defining and prioritizing Service Level Objectives (SLOs) for Flexiti applications, advocating for toil reduction, and fostering a blameless culture. Be accountable for Flexiti applications' production monitoring and initial incident response.
- Business Continuity and Disaster Recovery (BCDR): Develop and maintain BCDR plans for Flexiti specific applications and data, ensuring alignment with enterprise standards.
- Cross-functional Collaboration: Partner with business units and senior leadership to align technology initiatives with business outcomes. Translate technical capabilities into tangible business value and ensure seamless integration of new technology into business operations.
- Enterprise COE Integration: Collaborate with enterprise Centers of Excellence (COEs) on engineering standards and practices, AI adoption across the SDLC, and implementation of cloud, API, and data strategies to ensure alignment with broader organizational best practices and leverage shared expertise.
- Vendor Management: Manage relationships with Flexiti external technology vendors and service providers, ensuring cost-effective service delivery and alignment with Flexiti's operational and strategic goals.
So are YOU our next Head of Technology? You are, if you... 15+ years of experience in IT and cybersecurity. Leadership
- Proven experience leading significant technological transformations
- Demonstrated ability to build, lead, and mentor high-performing global engineering teams.
- Demonstrated ability to partner with and leverage enterprise-wide COEs to drive technological alignment.
- Develops, directs, coaches, mentors and reinforces team members in line with the mission, vision, values, goals and performance standards
Business and Technology Knowledge
- Strong understanding of modern architectural patterns that prioritize velocity, security, and scalability.
- Expertise in governance, risk, and control, with a strong focus on cybersecurity.
- Extensive experience with modern digital product delivery practices in a fast-paced, agile environment.
- Has strong business acumen and business planning skills
- Expertise in budget planning, financial management for technology
- Expert knowledge of how to deliver results in alignment with a controls framework.
- Broad knowledge of current and emerging technologies especially AI and strategic application to business needs
- Advanced expertise with modern practices of Agile, SAFe, DevOps, SRE, Chapters and the application to large-scale complex technology organizations
Navigates Complexity & Ambiguity
- Energized when faced with ambiguity
- Manages the risk that comes with moving forward when the outcome isn't certain and leads others to adapt quickly to changing conditions
- Analyzes multiple and diverse sources of information to define problems accurately before moving to solutions
Drives Results
- Sets and accomplishes challenging goals in alignment with high standards
- Pursues everything with energy, drive and the need to finish
- Persists in the face of challenges and setbacks
- Outstanding analytical and problem-solving abilities.
Communicates Effectively, Persuades & Influences
- Excellent communication and interpersonal skills, with the ability to effectively collaborate with individuals at all levels of the organization.
- Shares ideas in a compelling manner that gains interest and commitment from others
- Models and encourages the expression of diverse ideas and opinions
- Maintains strong relationships with stakeholders across the enterprise
Drives engagement & fosters a growth mindset
- Creates a positive and motivating working environment
- Makes people feel that their contributions are visible and valued
- Lead others to view mistakes as opportunities to learn
- Creates a feeling of belonging and strong team morale
- Propels continuous improvement in engineering practices; has a knack for identifying and seizing opportunities for synergy and integration
Additional Kudos If You…
- Spanish is an asset.
Sounds like you? Click below to apply! 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.
About Flexiti
We’re the flexible way to pay™! Founded in 2013 by Peter Kalen, Flexiti is one of Canada's fastest-growing point-of-sale fintech lenders, providing Canadians with flexible financing options to help them make important purchases.
Available at a network of over 8,000 top-tier Canadian retail locations and e-commerce sites, including The Brick, Wayfair.ca, Sleep Country, Staples and Birks, our award-winning sales financing platform provides customers and merchants alike with seamless point-of-sale service. Users can be instantly approved in-store or online to receive 0% interest financing on purchases within their credit limit, without needing to reapply.
Helping Canadians secure over $2B in flexible financing, Flexiti is one of Canada’s fastest growing sales financing providers. In 2022, Flexiti was named one of Canada’s Top Growing Companies for the fourth consecutive year. In 2021, Flexiti ranked 10th on Deloitte’s Canada’s ‘Technology Fast 50™’, 54th on Deloitte’s North American ‘Technology Fast 500™’ and ranked 13th on The Globe and Mail’s ‘2021 Canada’s Top Growing Companies’.