Senior Program Manager, Brokerage Automation

Posted 5 days ago

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About the role

  • Senior Program Manager overseeing Brokerage Automation at Wealthsimple. Driving operational transformation, bridging business and tech, and leading strategic initiatives.

Responsibilities

  • Drive operations transformation: Reimagining workflows across the Brokerage functions.
  • Bridge Business and Tech: Act as the primary liaison between Brokerage stakeholders and technical teams.
  • Be a true maker-owner: Lead the strategy to transform the back office through automation.
  • Drive Program & Project Management: Own the end-to-end lifecycle of transformation initiatives.
  • Prioritize and Track Impact: Evaluate potential initiatives based on business impact.
  • Architect Solutions & Translate Work: Analyze existing back-office process gaps and collaborate with technical teams.
  • Influence and Align Stakeholders: Partner with senior leaders across Brokerage, and engineering to build consensus on priorities.
  • Build the Playbook: Develop and maintain program documentation, operational frameworks, and change-management playbooks.

Requirements

  • 5+ years of experience leading complex, cross-functional business transformation or technical program management (TPM) initiatives, ideally within a fast-paced fintech or financial services environment.
  • A strong conceptual understanding of how modern software and AI systems are built.
  • Deep familiarity with operations and workflow optimization environments.
  • A proven track record of translating complex technical concepts for business stakeholders, and vice versa.
  • Able to look at the full picture not just one project at a time.
  • Demonstrated ability to drive alignment across distinct organizational pillars (e.g., Brokerage vs. Engineering), manage competing priorities, and bring structure to ambiguous, fast-moving situations.

Benefits

  • Top-tier health benefits and life insurance
  • Long-term group savings with employer match, through Wealthsimple for Business
  • 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year
  • 90 days away: work outside Canada for up to 90 days per year
  • Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS

Job type

Full Time

Experience level

Senior

Salary

CA$152,000 - CA$190,000 per year

Degree requirement

Bachelor's Degree

Location requirements

RemoteCanada

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