Director, Product Enablement

4 days ago


Toronto, Ontario, Canada Questrade Financial Group Full time
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 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.
Need more details? Keep reading…
The Director, Product Enablement will be responsible for three core pillars:
1. 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.

2. 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.

3. 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.

Additional kudos if you have…

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
#LI-KS2 | #LI-Hybrid

  • Toronto, Ontario, Canada Questrade Financial Group Full time

    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...


  • Toronto, Ontario, Canada Questrade Financial Group Full time

    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...


  • Toronto, Ontario, Canada League Full time

    About LeagueFounded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by artificial intelligence (AI), reaching more than 63 million people around the world and delivering the highest level of personalization in the industry. Payers, providers, and consumer health partners build on League's platform to deliver...


  • Toronto, Ontario, Canada Henderson Drake Full time

    Digital Enablement Director – Post-Implementation AdvisoryBase Salary: $200,000 CADLocation: Canada (flexible / hybrid depending on client)We are working with a client who is building out a senior Digital Enablement capability and is looking for a Director-level leader to take ownership of post-implementation outcomes.This role is not about selling...

  • Product Enablement

    5 days ago


    Toronto, Ontario, Canada TD Full time $175,000 - $185,000

    Work Location:Toronto, Ontario, CanadaHours:37.5Line of Business:TD GeneralPay Details:$175,000 - $185,000 CADThis role is eligible for a discretionary variable compensation award that considers business and individual performance.TD is committed to providing fair and equitable compensation opportunities to all colleagues. Growth opportunities and skill...

  • Product Enablement

    3 days ago


    Toronto, Ontario, Canada TD Full time

    Work Location:Toronto, Ontario, CanadaHours:37.5Line of Business:TD GeneralPay Details:$175,000 - $185,000 CADThis role is eligible for a discretionary variable compensation award that considers business and individual performance.TD is committed to providing fair and equitable compensation opportunities to all colleagues. Growth opportunities and skill...

  • Product Enablement

    3 days ago


    Toronto, Ontario, Canada TD Securities Full time

    Work Location:Toronto, Ontario, CanadaHours37.5Line Of BusinessTD GeneralPay Details$175,000 - $185,000 CADThis role is eligible for a discretionary variable compensation award that considers business and individual performance.TD is committed to providing fair and equitable compensation opportunities to all colleagues. Growth opportunities and skill...


  • Toronto, Ontario, Canada CIBC Full time

    We're building a relationship-oriented bank for the modern world. We need talented, passionate professionals who are dedicated to doing what's right for our clients.At CIBC, we embrace your strengths and your ambitions, so you are empowered at work. Our team members have what they need to make a meaningful impact and are truly valued for who they are and...


  • Toronto, Ontario, Canada Reinsurance Group of America, Incorporated Full time

    You desire impactful work.You'reRGA readyRGA is a purpose-driven organization working to solve today's challenges through innovation and collaboration. A Fortune 200 Company and listed among itsWorld's Most Admired Companies, we're the only global reinsurance company to focus primarily on life- and health-related solutions. Join our multinational team of...


  • Toronto, Ontario, Canada Scotiabank Full time

    Requisition ID: 241206Join a purpose driven winning team, committed to results, in an inclusive and high-performing culture.The Director, Transformation and Value Enablement (Canadian Banking Engineering (CBE)) is responsible for defining and embedding the enterprise value enablement model across Canadian Banking Engineering. This role focuses on improving...