Team Lead, Investment Representatives

Wealthsimple
Remote (Canada)Posted 19 March 2026

Tech Stack

Job Description

Team Lead, Investment Representatives 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. ABOUT THE ROLE As the leader of our Investment Representatives, you will be responsible for handling client questions and overseeing risk and meeting compliance requirements. We manage hundreds of millions of dollars, so the stakes are high. We want to deliver extraordinary experiences that meet our client's on-demand expectations while being a compliance leader. Please note, this role is not eligible for our 90 Days Away Program as per CIRO guidelines. Required CSI certifications and registrations, no exceptions: Registered with CIRO, CSC, CPH, DFOL, OPSC and IDSC. WHAT YOU'LL DO - Be responsible for taking on team escalations and client complaints, analyzing root causes and implementing corrective actions. - Be responsible for leading a team of registered agents, provide ongoing feedback and performance reviews, coach and develop Investment Representatives and ensure effective performance management. - Work with product teams, trade desk and operations team to modify and enhance product specifications to meet client demand. - Identify operational improvements to improve productivity and efficiency. - Be responsible for overseeing risk and meeting compliance requirements across all of our trading processes. - Grow team expertise to align with business demand and objectives; assess team skills and capabilities and continually look for ways to provide and enhance value delivered. SKILLS YOU BRING - Want to make a difference. We are a small team effectively reshaping how people look at the industry. We need people who 'get it' and want to play an integral part in helping us accomplish this mission. - Have extreme precision and attention to detail. - Are an excellent communicator and know how to explain complex concepts and work with a variety of people. - Are comfortable digging through data to find and analyze desired information. - Have great analytical and prioritization skills. You know how to balance what needs to be done with what’s possible to do. You understand the scope of an issue and its priorityEmbrace technology and the role it plays in financial services. - Are a passionate people leader that is excited to develop others. - Mandatory CSI certifications: CSC, CPH, DFOL, OSC, OPSC and IDSC. - Experience working on a trade desk and with trading platforms. - Experience working with clients. - Analytical experience with Excel and SQL. - Solution focused. - Passionate about technology. 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 a ... (truncated, view full listing at source)
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