Manager, Compliance Automation and Optimization
WealthsimpleToronto HeadquartersPosted 20 March 2026
Job Description
Manager, Compliance Automation and Optimization
BUILD SOMETHING PEOPLE LOVE
Wealthsimple's mission is to help everyone achieve financial freedom – by making financial services simple, transparent, and low-cost. We're Canada's largest fintech, trusted by over 3 million clients with more than $100 billion in assets. We move fast, we own our work, and we care deeply about the people using our products. If that sounds like you, keep reading.
We're proud of what we've built — and we're just getting started. Read our Culture Manual https://www.wealthsimple.com/en-ca/culture and learn more about how we work https://www.wealthsimple.com/en-ca/careers.
As a Manager, Compliance Program Optimization, you will be a strategic architect and influencer, helping to identify, prioritize and implement transformation initiatives with Wealthsimple’s compliance and legal functions.
Reporting to the VP, Compliance, your primary focus will be driving holistic workflow improvements that directly impact the operations of the compliance and legal functions at Wealthsimple.
In this role you'll have the opportunity to:
- Drive operations transformation: Reimagining workflows across the compliance and legal functions. Develop a clear roadmap for optimizing your processes in these functions, ensuring alignment with leadership and organizational priorities.
- Lead data-driven decision making: Design and oversee robust rituals and reporting mechanisms to monitor progress, evaluate impact, and hold stakeholders accountable. Leverage data insights derived from SQL queries and other data analysis techniques to make informed decisions and continuously refine strategies.
- Architect and orchestrate end-to-end solutions: Identify and analyze process gaps to propose and execute automation opportunities that improve efficiency. Advocate for frameworks that will support long-term scalability and operational excellence.
- Be a true maker-owner: Participate in the execution to bring your strategies to life by building automations, writing queries, and designing dashboards. This is a hands-on role where you’ll truly own solutions end-to-end, including implementing changes in JIRA and enterprise automation platforms
- Build the playbook. Develop and maintain business process documentation, playbooks, and training materials to enable automation adoption across the broader compliance and legal functions.
- Champion innovation: Apply a forward-thinking mindset to identify and leverage emerging technologies, such as AI and automation, to streamline operations and deliver cutting-edge solutions.
- Influence and align stakeholders: Partner with leaders across the legal and compliance teams to advocate for and drive workflow optimization initiatives. Build consensus on priorities, secure resources, and align diverse teams toward common goals.
What you'll bring:
- Operational and Process Excellence: 5+ years of experience in process re-design, business transformation, or workflow optimization, with a proven track record of influencing senior stakeholders and navigating ambiguity.
- A strong understanding of systems configuration, technical possibilities, and emerging technologies, enabling the development of innovative, scalable solutions.
- Technical Acumen: Strong proficiency in SQL for data analysis, reporting, and extracting insights from large datasets.
- A strong interest in exploring and implementing AI-driven solutions (e.g., process automation, predictive analytics) to improve workflows. Familiarity or willingness to learn tools like Cursor, Claude Projects, Gemini Gems is a plus.
- Exceptional Communication Skills: Proven ability to convey complex ideas and strategies clearly and persuasively to senior leaders and diverse audiences. Ability to collaborate effectively with engineering teams, understand technical constraints and trade-offs, and contribute to technical discussions.
- Executional Excellence: Exceptional organizational and project manage ... (truncated, view full listing at source)
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