Senior Manager, Payments Product Compliance

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.

We’re looking for a Payments Regulatory Compliance Manager to join our growing Compliance team. This role will support the Director of Payment Operations & Compliance and focus on the end-to-end management of compliance programs tied to our Banking, Credit Card, and Prepaid products. You’ll oversee Wealthsimple’s compliance with payment regulations including the Retail Payment Activities Act (RPAA) and Visa/Mastercard network rules, working closely with our Product, Legal, and Operations teams to ensure scalable and compliant launches.

This is a new role created as part of the Payments team restructure. You’ll be responsible for building sustainable programs, enabling internal alignment, and using tools like Notebook LM to help automate and accelerate execution.

• Lead the implementation and management of compliance programs aligned with RPAA, card network requirements (e.g., Visa), and relevant lending licensing or registration needs

• Oversee day-to-day controls and monitoring for the Banking and Credit Card compliance programs

• Serve as the internal subject-matter expert for payments regulation, licensing, and risk controls related to safeguarding, operational risk, and program governance

• Lead to internal training and awareness to strengthen payment regulatory knowledge across teams

• Partner with Product, Engineering, and Operations teams to embed compliance into product development and lifecycle management

• Draft and maintain policies, procedures, and internal guidance for applicable compliance requirements

• Support regulatory reporting and audit readiness, including regulator inquiries, risk assessments, and network attestations

• Identify and triage compliance risks related to payment program expansions or enhancements

• Leverage automation tools (e.g., Notebook LM) to streamline program execution and reduce overhead

• Collaborate with cross-functional teams to scale programs efficiently and support junior team member enablement

• 5+ years of experience in payments compliance, regulatory risk, or operations within fintech, banking, or payment networks

• Strong understanding of Canadian payments regulation (RPAA, FINTRAC, FCAC, OSFI) and Visa/Mastercard network rules

• Experience working with US bank sponsorship programs/ US payment systems and relevant regulations (e.g., BSA, FinCEN, CFPB, Nacha, RTP)

• Experience supporting card or prepaid programs, PSP licensing, or retail payment frameworks

• Comfortable navigating ambiguity and building new processes from the ground up

• Excellent communication and project management skills, with experience working cross-functionally across Product, Legal, and Operations

• Familiarity with compliance automation and tooling (e.g., GRC tools, Notebook LM, or custom-built dashboards)

• Strong analytical and problem-solving abilities, with an eye for both risk and scalability
  

• Experience working on regulatory submissions (e.g., RPAA registration, Visa program changes)

• Experience introducing AI workflows to Compliance programs

• Familiarity with internal governance programs and audit workflows

• Background in launching new fintech products or payment rails

Experience working with processor platforms or integrations

🌸 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.

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.