Director, Customer Engagement Platforms

Questrade Financial GroupToronto, ON
Hybrid

About The Position

Questrade Financial Group (QFG) is a financial services company that offers a range of services including investment, wealth management, mortgages, and real estate. They utilize cutting-edge technology to enhance financial success for Canadians. QFG aims to redefine financial services by combining human-centric collaboration with AI-driven innovation, seeking a candidate who can leverage AI to transform customer experiences and empower teams. The company offers a diverse, inclusive, and hybrid workplace that encourages creativity and curiosity. The Director, Customer Engagement Platforms is a critical technology leadership position overseeing the entire lifecycle, stability, and modernization of Questrade's core engagement platforms. This role is responsible for transitioning legacy systems to a modern, modular, and composable architecture. Key platforms managed include CRM, marketing automation, loyalty, and Customer Identity & Access Management (CIAM). The Director will lead a multi-disciplinary team, scale Agile delivery models, and optimize vendor relationships and platform costs to support business growth and deliver exceptional customer experiences.

Requirements

  • A Bachelor’s degree in Computer Science, Engineering, Information Technology, or a related field; or equivalent practical experience.
  • 8+ years of progressive experience in technology leadership, with a proven track record of managing enterprise-scale software platforms or engineering teams.
  • Demonstrated experience leading multi-year legacy migration or digital transformation projects (e.g., transitioning to composable, modular, or cloud-native architectures).
  • Hands-on knowledge of managing high-volume customer engagement technologies (e.g., Enterprise CRM, Marketing Automation, Integration layers, or CIAM/Identity platforms).
  • Proven experience leading multi-disciplinary engineering and operational teams within Agile or product-led operating models.
  • Strong people leadership experience, specifically with hiring, coaching, and developing high-performing technical teams.

Nice To Haves

  • A Master’s degree in Business Administration (MBA), Computer Science, or a related advanced technical field.
  • Experience managing platform costs, vendor negotiations, and SaaS/Cloud consumption licensing (e.g., Salesforce, Adobe, AWS).
  • Experience in highly regulated industries such as Fintech, Banking, or Financial Services.
  • Relevant certifications in Agile methodologies (e.g., Scrum, SAFe) or cloud infrastructure.

Responsibilities

  • Define and execute a multi-year technology roadmap for transitioning legacy systems to a modern, modular, and composable platform architecture, aligning technology investments with business growth objectives.
  • Oversee the end-to-end technology lifecycle, ensuring the stability, performance, and high availability of critical customer engagement platforms (including CRM, marketing automation, loyalty, and CIAM).
  • Champion and scale modern agile delivery frameworks across multi-disciplinary engineering and platform teams, ensuring rapid, iterative value delivery and high-quality software engineering practices.
  • Manage strategic relationships with major technology vendors, negotiating licenses, monitoring cloud consumption costs, and optimizing platform ROI to ensure fiscal responsibility.
  • Partner closely with business stakeholders across marketing, product, and operations to align platform capabilities with organizational strategies and customer-experience goals.
  • Lead, coach, and build a high-performing engineering and operational team, fostering a culture of continuous learning, accountability, and psychological safety.
  • Ensure all platform designs and integrations adhere to enterprise security standards, data privacy regulations, and robust system architecture principles.
  • Establish and monitor key performance indicators (KPIs) related to platform stability, operational efficiency, and deployment velocity to drive continuous system and process improvements.

Benefits

  • 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
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