Manager, Legal Operations

Wealthsimple Technologies

1d • Hybrid

About The Position

Wealthsimple's mission is to help everyone achieve financial freedom by making financial services simple, transparent, and low-cost. As Canada's largest fintech, trusted by over 3 million clients with more than $100 billion in assets, Wealthsimple moves fast, owns its work, and cares deeply about its users. The Manager, Legal Ops will lead the team responsible for processing third-party payment demands and orders, and other operations processes involving legal risk. This includes handling CRA Requirements to Pay, court-ordered garnishments, Maintenance Enforcement Program (MEP) notices, contested estates, and issues involving capacity. The role ensures accurate, on-time, and fully compliant responses with Canadian law. This position is about building a scalable system to handle complex legal requests across different provinces while maintaining a client-centric approach. The Manager will act as a bridge between the Legal team, Back-Office Operations, and external government agencies.

Requirements

• 5+ years of experience in legal orders, garnishments, or third party demands within a Canadian bank, credit union, or major payroll provider.
• Deep understanding of the Canadian legal landscape related to provincial garnishment and civil / family enforcement processes.
• A Detail Obsession: You find the one missing digit in a 20-page document. You understand that in this role, "close enough" isn't good enough.
• Tech-Forward Mindset: You aren't afraid of a spreadsheet, but you’d rather build a better system. Experience with workflow automation, SQL and/ or modern back-office tools is a huge asset.
• Empathy: You recognize that behind every garnishment or order is a human being. You handle sensitive financial information with the utmost discretion and care.
• Problem-Solving Grit: You enjoy solving complex problems, building processes to scale, and developing innovative solutions.
• Team Leadership: Exceptional relationship-building and management skills. You are a passionate people leader who has experience managing and leading a team.

Nice To Haves

• LL.B. or J.D. and member of a Canadian provincial bar association, is considered an asset.
• Bilingualism (English and French).
• Located in Toronto with a requirement to come into office 2-3 days per week.

Responsibilities

• Oversee the end-to-end processing of third party demands, including CRA Requests for Information and Requirements to Pay, wage garnishments, family support orders (MEP), civil / family garnishments, court-ordered seizures and estate administration (probate, letters of administration, executor/administrator instructions), and power of attorney and trading authority registrations.
• Ensure all responses strictly adhere to federal and provincial legislation (like the Income Tax Act or provincial Enforcement of Maintenance Orders Acts). You’ll stay ahead of changing regulations to keep our processes current.
• Identify opportunities to automate manual workflows, reduce "toil," and use technology to track deadlines and payments more efficiently.
• Act as the escalation point for complex orders—multiple garnishments on one account, priority of claims, or ambiguous court orders, contested estates, accounts with conflicting POA registrations, or clients who have lost capacity. You'll work closely with Legal to find the right path forward.
• Communicate directly with the CRA, provincial sheriffs, third parties and Canadian courts. You’ll also partner with our Client Experience (CX) team to ensure that when a client is affected, they receive clear and empathetic communication.
• Maintain an impeccable paper trail. You’ll lead regular quality checks and provide reporting on volume, aging, and accuracy to senior leadership.
• Manage and coach a specialized team, fostering a culture of high precision, curiosity, and continuous improvement.

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
• 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.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees