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.
About the Team:
The Gold Glove team partners with our Commercial organization to help clients onboard their funds to Wealthsimple. We practice extreme ownership, working with clients from initial contact through transfer completion. As a high-touch service team, we prioritize quality and proactive client support throughout the onboarding journey.
As Manager, Gold Glove, you will lead a team of Team Leads and their respective Gold Glove Associate and Senior Associate teams, overseeing the end-to-end onboarding experience for Wealthsimple's highest-value clients. You will partner with Senior Leaders to set the strategic direction of the Gold Glove function, driving performance at scale, and serving as a key partner to Sales and cross-functional stakeholders. This is a high-impact leadership role at the intersection of client experience, commercial growth, and operational excellence.
In this role, you will be expected to:
Lead through your Team Leads: Coach, develop, and hold accountable a team of Gold Glove Team Leads, enabling them to build high-performing, client-obsessed teams
Own team-wide performance: Set and drive KPIs including net deposit volume, transfer completion rates, CSAT, SLA adherence, and quality metrics — translating results into actionable improvements
Shape strategy with senior leadership: Work closely with Senior Leaders to define the Gold Glove vision, roadmap, and operating model, ensuring alignment with broader CXO and Commercial objectives
Drive process and workflow improvements: Identify systemic gaps in the onboarding journey and lead initiatives to improve efficiency, scalability, and client experience — building infrastructure that grows without sacrificing quality
Manage complex escalations: Act as the final escalation point for sensitive client situations, applying sound judgment to protect client trust and Wealthsimple's reputation
Lead through change: Champion organizational transitions and evolving priorities, ensuring your teams have the clarity and support needed to maintain excellence through ambiguity
Build team culture and capability: Foster a high-performance culture where feedback is continuous, growth is expected, and every team member connects their work to Wealthsimple's mission
Provide strategic visibility: Develop and present regular performance reporting to senior leadership, surfacing trends, risks, and opportunities across the Gold Glove function
What we're looking for:
Strategic leaders: You connect operational realities to business outcomes and articulate a clear vision while keeping execution grounded
Multipliers: You invest in your Team Leads as leaders in their own right, scaling your impact by making the people around you better
Commercial collaborators: You understand the relationship between exceptional onboarding and net deposit growth, and know how to partner with Sales without losing sight of the client experience
Data-informed decision makers: You use metrics to identify trends and drive meaningful change, balanced with qualitative judgment and genuine client empathy
Resilient change leaders: You don't just survive ambiguity — you create structure and confidence within it
High-accountability operators: You own outcomes, not just activities — diagnosing fast, communicating clearly, and course-correcting with urgency when results are off-track
Requirements:
Leadership experience: Minimum 2–3 years of people management experience, including experience managing other Team Leads
Cross-functional experience: Proven ability to partner with Sales, Operations, or Product teams to drive shared outcomes
Client-facing background: Experience owning complex client relationships and high-stakes escalations at a leadership level
Communication skills: Exceptional written and verbal communication; able to present to senior leadership, facilitate difficult conversations, and align diverse stakeholders
Nice to Have:
Previous experience in financial services or fintech in a leadership capacity
Familiarity with Canadian wealth management, brokerage operations, or high-net-worth client service
Experience managing teams through periods of significant growth or organizational change
Bilingual capabilities in French and English
Comfort with data visualization and performance reporting tools
🌸 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.
ICYMITechnology & 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.
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