Director, Total Rewards & People Operations Toronto, ON, Canada Job Description Posted Friday, December 5, 2025 at 5:00 AM Questrade Financial Group (QFG), through its companies - Questrade, Inc., Questrade Wealth Management Inc., Community Trust Company, Zolo, and Flexiti Financial Inc., provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, 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. At QFG, we have a culture of innovation where technology serves people—both our team and our customers. We see AI as a collaborative and transformative enabler, and we are seeking forward‑thinking individuals who can effectively integrate it into their daily work. The ideal candidate will be a catalyst for change, helping us use AI to create a more efficient and rewarding employee experience while also developing cutting‑edge solutions that delight and serve our customers. Join us in shaping a future where AI empowers our team to do their best work and helps us deliver unparalleled customer experiences. 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 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 We’re looking for our next Director of Total Rewards & People Operations. Could It Be You? As the Director, Total Rewards & People Operations, you will be a strategic leader, reporting to the Chief People Officer. You will be responsible for developing a strategically aligned and appropriately competitive global Total Rewards strategy and leading a highly effective, customer‑centric People Operations team. You will drive our compensation philosophy, manage Total Rewards, and lead the adoption of advanced technology and people analytics to enable data‑driven decisions across Questrade Financial Group (QFG). This is a critical role for a proven change agent who can lead, motivate, and develop a high‑performing team while operating in a growing and evolving environment. In this role, responsibilities include but are not limited to: Develop and lead the implementation of QFG’s global Total Rewards strategy, including defining our compensation philosophy and identifying ways to differentiate QFG as an employer of choice. Monitor external trends, practices, and innovations to ensure QFG’s competitiveness across all countries we operate in. Determine optimal sources and frequency of survey data and lead analysis to ensure positioning is aligned with QFG’s compensation strategy/philosophy. Oversee the flawless execution of annual compensation cycles, from budget recommendation to processing and communication. Manage all global health and retirement plans and oversee annual benefit plan renewals. Design and oversee implementation of Recognition and Reward strategies that actively reinforce QFG’s culture. In partnership with the Head of P&C for Questbank, preparation of materials and reports as required for the Human Resource and Compensation Board Committee. Assessment of Total Rewards related vendors, ensuring ongoing effectiveness and engagement with the right partners at the right time delivering the right level of service at appropriate cost. Ensure Total Rewards are effectively communicated to appropriate positioned for attraction and retention. Ensure QFG remains compliant with all relevant global total rewards, pay equity, and pay transparency legislation and stay abreast of emerging trends in the regulatory environment. Develop strategies to optimize employee and manager experience alongside compliance. People Operations & Service Delivery Ensure the People Operations team is structured and uses maximized technology to deliver highly customer‑centric, responsive, and efficient services. Oversee critical operations, including background checks, onboarding, employee enquiries, Leave of Absence management, and immigration matters, ensuring adherence to defined service level expectations. Provide support and leadership for the annual budget process. Ensure P&C related core policies are adequate, consistent, and reviewed and updated on an appropriate cadence. HR Technology, People Analytics, and Job Architecture Lead the advancement of technology utilization, particularly with our current HRIS (Ceridian Dayforce), actively seeking opportunities to use AI to increase efficiency. Develop and implement a plan to enhance people analytics capabilities, enabling far greater data‑driven decision‑making and KPI reporting. Maintain and, if necessary, enhance QFG’s job architecture, partnering with HR Leaders and stakeholders to address unique cases and respond to changes in organizational strategy. Actively seek opportunities to use AI to increase efficiency and effectiveness across the whole portfolio. Leadership & Strategic Partnership Provide leadership, coaching, and direction to a team of Total Rewards and People Operations professionals. Function as a strategic partner and subject matter expert within the People & Culture (P&C) leadership team, contributing to overarching P&C strategies, while embracing the “one team” philosophy. So are YOU our next Director of Total Rewards & People Operations? You are if you… Have 10+ years of HR experience, with the majority in Total Rewards, and proven experience operating in a global environment. Have 3+ years of people and strategic leadership experience, with a proven track record of leading, motivating, and developing high‑performing teams. Have a University degree with an HR related designation/qualification/certification preferred. Have strong interpersonal and communication skills; able to build credibility and influence stakeholders up to the Executive level. Have strong systems and process leadership orientation, with a change agent mindset who can adapt with agility and lead others through transformation. Have excellent problem‑solving, analytical skills, and strong business acumen. Are a highly customer‑centric mindset with a strong sense of urgency. Are a Change agent and can adapt with agility to a rapidly growing and evolving environment and effectively lead others through change and transformation. 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. #J-18808-Ljbffr
Director, Product Enablement (Questbank) 5700 Yonge St, North York, ON M2N 5M9, Canada Job Description Posted Thursday, November 27, 2025 at 5:00 AM Questrade Financial Group (QFG), through its companies - Questrade, Inc., Questrade Wealth Management Inc., Community Trust Company, Zolo, and Flexiti Financial Inc., provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, 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. At QFG, we have a culture of innovation where technology serves people—both our team and our customers. We see AI as a collaborative and transformative enabler, and we are seeking forward‑thinking individuals who can effectively integrate it into their daily work. The ideal candidate will be a catalyst for change, helping us use AI to create a more efficient and rewarding employee experience while also developing cutting‑edge solutions that delight and serve our customers. Join us in shaping a future where AI empowers our team to do their best work and helps us deliver unparalleled customer experiences. This is a place where you can explore, discover and learn with continuous growth. As a diverse and inclusive place to work, with 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 QFG? Health & wellbeing resources and programs Paid vacation, personal, and sick days for work‑life balanceCompetitive 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 a Director of Product Enablement. Could It Be You? As the Director, Product Enablement, you will be a strategic operational leader responsible for driving product excellence and coordination across our high‑priority product lines, including Retail Everyday Banking, Unsecured Lending (Credit Cards, LoC), and Secured Lending (Mortgages). This role reports directly to the Head of Product and is immediately responsible for leading and scaling a dedicated Product Enablement team. You will be the central point of coordination and governance, optimizing the flow of work, data, and communication among Product Management, Engineering, Legal/Compliance, and Operations teams in a high‑growth Canadian Fintech environment. The Director, Product Enablement will be responsible for three core pillars: Strategic Leadership & Team Building – Lead and grow the Product Enablement team, providing mentorship and structure to foster a culture of operational rigor and continuous improvement. Define, implement, and govern the end‑to‑end Product Development Lifecycle (PDLC), including standardized planning, OKR setting, and roadmap review processes. Manage the Product Operations budget, including oversight of vendor relationships and strategic input on spending for the product tech stack. Risk & Regulatory Maturity – Drive the maturation of the product compliance practice, designing and enforcing governance frameworks that embed complex Canadian regulatory requirements (e.g., OSFI, FINTRAC) directly into the development workflow. Establish mandatory risk assessment and audit‑readiness protocols, ensuring all new features, especially in Lending, meet regulatory standards prior to launch. Own the Launch Readiness (GTM) process, securing cross‑functional sign‑offs from Legal, Compliance, Marketing, and Operations to ensure successful and compliant product launches. Operational Excellence & Tooling – Own the Product Technology Stack (e.g., analytics, roadmapping, feedback tools), leading selection, implementation, and driving high user adoption across the organization. Establish and maintain a single source of truth for product performance, defining key metrics (KPIs) and building robust dashboards to inform executive and product decision‑making. Design and manage a rigorous customer feedback loop and intake process, ensuring qualitative and quantitative data is synthesized and prioritized by product teams. So are YOU our next Director of Product Enablement? You are if you… Have 8+ years of experience in Product Enablement, Product Management, or a similar strategic operational leadership role. Have 4+ years of experience specifically within the Fintech, Digital Banking, or other highly regulated industry. Have demonstrable expertise in digital product lifecycles that require coordination across multiple stakeholders with regulatory accountability. Have Proven People Leadership experience, including hiring, managing, and scaling operational or technical teams. Have strong regulatory acumen with a track record of implementing compliance and risk controls into a product development environment, ideally within Canada. Have expertise in strategic product tooling selection and governance, with proven ability to leverage data to drive execution. Have deep experience developing and launching products in an Agile, Scrum, or Lean environment. Experience at a high velocity venture backed startup. MBA or advanced degree in a related field. Experience launching products across multiple Canadian provinces or with inter‑provincial regulatory requirements. 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. 5700 Yonge St, North York, ON M2N 5M9, Canada #J-18808-Ljbffr
A leading financial technology firm in Toronto seeks a Director of Product Enablement to drive product excellence and coordination across high-priority product lines. The ideal candidate has over 8 years of experience in product management within a regulated environment. This role offers the chance to lead a dedicated team and shape the future of fintech through innovative solutions and strong regulatory compliance. Enjoy a hybrid work environment with competitive benefits. #J-18808-Ljbffr
A financial technology firm in Toronto is seeking a Director of Total Rewards & People Operations. The successful candidate will drive the global Total Rewards strategy, overseeing compensation and benefits while leading a high-performing People Operations team. With a focus on innovation and the use of technology, this role requires extensive HR experience and proven leadership skills. Join us in shaping the future of fintech through an inclusive and collaborative environment that values growth and development. #J-18808-Ljbffr
