Senior Manager, Operations & Merchant Enablement

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.

• 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

At Flexiti, we are in a phase of rapid scale. To support this, we are looking for a leader to own the merchant lifecycle from the moment a deal is signed through to full activation and ongoing success.

You will lead a team responsible for revamping our training strategy, optimizing our Salesforce environment, and ensuring our “Go‑to‑Market” (GTM) engine is frictionless. This is a role for a leader who is equally comfortable architecting a multi‑channel training program as they are rolling up their sleeves. We are seeking a high‑impact “player‑coach” position, bridging the gap between strategic merchant onboarding and the technical infrastructure required to enable scale.

• Merchant Training & Onboarding Strategy
• The “First 90 Days”:
  Own the merchant experience for the first three months at Flexiti, ensuring a world‑class onboarding journey that reduces “time to first transaction.”
• Strategy Revamp:
  Overhaul existing training documentation and introduce modern, scalable learning tools, including high‑quality video content and interactive modules.
• Onboarding Process 2.0:
  Lead the migration of merchant onboarding in a Flexiti 2.0 world, establishing a “Control Tower” for cross‑functional visibility, scale, and a best in class merchant experience.
• Sales Enablement & Salesforce Strategy & AI
• Salesforce Leadership:
  Act as the strategic lead for Salesforce, managing current state assessments and architecting future‑state workflows for contract management and account management.
• Technical Oversight:
  Provide guidance on Salesforce “coding” and logic to ensure the system supports the sales team’s needs without creating technical debt.
• SOP Management:
  Lead the establishment and cleanup of SOPs, moving away from fragmented systems into a centralized, governed environment.
• AI Native:
  You don’t just use AI — you build with it. You can speak to real examples of workflows or tools you’ve created or experimented with, and you bring that same curiosity and initiative into every role you take on.
• Flexiti 2.0
• Cross‑Functional Coordination:
  Partner with PM, Implementation, Marketing, Product, and Risk to coordinate the launch and training of new initiatives and products
• People Leadership
• Manage, mentor, and grow a team of operations and enablement professionals.
• Foster a culture of excellence—balancing high‑level strategic thinking with a willingness to execute on the granular details.

• Experienced Leader:
  You have 5‑8+ years of experience in Sales Operations, Enablement, or Merchant Success
• The “Architect”:
  You have a proven track record of building or revamping training and onboarding programs in a…