Senior Program Manager, Brokerage Automation

Location

Remote (Canada)

Full time

Remote

No Department

• CA $152K – CA $190K
  • Offers Equity

Base salary range:
For this role, candidates located in Canada can expect a base salary range, described in the posting. Actual compensation is determined based on skills, experience, and role level. Exceptional candidates may be considered above the top of the range, and pay can increase quickly for those who make a big impact in the role.

Total compensation:
In addition to base salary, permanent employees receive equity compensation. We use clear job levels and market-based salary bands to ensure compensation is fair and consistent across the company.

Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $125 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada.

We're proud of what we've built — and we're just getting started. Read our Culture Manual and learn more about how we work.

As a Senior Program Manager, Brokerage Automation, you will act as the vital bridge between Wealthsimple’s Brokerage functions and our technical teams (Engineering and AI Builders). Reporting to the VP, Head of Capital Markets & COO, you will not just manage tasks, but strategically architect, prioritize, and translate business operational needs into technical requirements, ensuring large-scale transformation initiatives are executed flawlessly.

Your primary focus will be driving holistic workflow improvements and technical integrations that directly impact back-office operations. You are the translator who understands enough about how AI and systems are built to have deeply credible conversations with engineers, while keeping a sharp eye on project tracking, impact, and timelines.

• Drive operations transformation:
  Reimagining workflows across the Brokerage functions. Develop a clear roadmap for optimizing your processes in these functions, ensuring alignment with leadership and organizational priorities.
• Bridge Business and Tech:
  Act as the primary liaison between Brokerage stakeholders and technical teams (Engineering and AI builders). Translate complex back‑office operational needs into clear, actionable technical requirements.
• Be a true maker‑owner:
  Lead the strategy to transform the back office through automation while using AI agents and tooling where possible. Develop metrics and dashboards to create visibility into the impact of this transformation. Push the teams to think outside of the box and what has always been done to find new, exciting and highly efficient ways to do things.
• Drive Program & Project Management:
  Own the end‑to‑end lifecycle of transformation initiatives. Establish robust project tracking, manage roadmaps, define milestones, and hold cross‑functional teams accountable to deadlines.
• Prioritize and Track Impact:
  Evaluate potential initiatives based on business impact, technical feasibility, and resource constraints. Design mechanisms to track, measure, and report on the ROI and operational efficiency of deployed solutions.
• Architect Solutions & Translate Work:
  Analyze existing back‑office process gaps and collaborate with technical teams to design scalable automation and AI‑driven workflows. Ensure technical constraints and trade‑offs are clearly communicated to business leadership.
• Influence and Align Stakeholders:
  Partner with senior leaders across Brokerage, and engineering to build consensus on priorities, secure resources, and align diverse teams toward common strategic goals.
• Build the Playbook:
  Develop and maintain program documentation, operational frameworks, and change‑management playbooks to ensure smooth adoption of new technologies across the broader Brokerage functions.

• Program Management Excellence: 5+ years of experience…