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Manager, Compliance Automation and Optimization

Wealthsimple

Wealthsimple

Compliance / Regulatory
Toronto, ON, Canada
Posted on Mar 21, 2026

Location

Toronto Headquarters

Employment Type

Full time

Department

RegulatoryCompliance

Compensation

  • CA$116K – CA$145K • 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.

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 and learn more about how we work.

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 management skills, with a track record of successfully leading large-scale initiatives from inception to implementation.

  • Innovative Problem-Solving: A creative approach to challenges, leveraging both technical expertise and a willingness to experiment with new tools and methodologies.

  • Impact-Driven Mindset: A relentless focus on delivering measurable results that improve both the employee and customer experience.

  • Strategic Influence and Collaboration: Demonstrated ability to influence and partner with senior leaders across functions, driving alignment and securing commitment to initiatives that span multiple pillars.

Why Wealthsimple?

🌸 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

🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

ICYMI

Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.

AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.

Compensation Range: CA$116K - CA$145K