Senior Specialist, W4B Group Savings and Retirement Program Coordinator
Wealthsimple
Operations
Remote
Posted on Sep 18, 2025
Your career is an investment that grows over time!
Wealthsimple is on a mission to help everyone achieve financial freedom by reimagining what it means to manage your money. Using smart technology, we take financial services that are often confusing, opaque and expensive and make them transparent and low-cost for everyone. We’re the largest fintech company in Canada, with over 4 million users who trust us with more than $80 billion in assets.
Our teams ship often and make an impact with groundbreaking ideas. We're looking for talented people who keep it simple and value collaboration and humility as we continue to create inclusive and high-performing teams where people can be inspired to do their best work.
In this role, you’ll have the opportunity to:
- Join as our first hire on a growing Group Registered Plans & Complex Accounts function within Brokerage Operations at Wealthsimple.
- Deliver operational excellence in the administration and management of group registered plans and accounts.
- Be a thought leader in building the vision of the function and the plan to get there balancing the ‘quick wins’ and longer-term goals/objectives; lead the team to shape and then execute on the vision
- Be a key partner to our team as a subject matter expert, to inform and support our ambitious product roadmap
- Resolve complex issues by working with multiple stakeholders, evolving our practices to address the root causes of issues as they arise
- Work cross-functionally with Compliance, Trading, Operations, Finance and Securities Management teams to ensure there are strong feedback loops and communication channels to continuously improve our operations processes and systems
- Design and build metrics & risk controls to monitor the health of our operations (e.g., improve SLAs, account remediations)
- Ensure proper registration of Group plans including all necessary documentation and coordination with the CRA for Group savings and retirement, DPSP, and other group accounts
- Build and manage the Group or Bulk transfer process as part of the Group Implementation and termination process, ensuring coordination and adherence to SLAs and Processes with other OFIs and Carriers
- Manage the “money movement” process, working collaboratively with Engineering, Treasury, and, Client experience to ensure regular contributions, transfers, withdrawals, and client money interactions operate flawlessly
- Report on and optimize key processes, removing friction and wait times for Group and Individual clients alike
- Develop, update, and maintain detailed documentation of processes, workflows, and best practices to ensure consistency and knowledge sharing across the team
- Member account reconciliation process as part of bulk transfers (i.e. matching member accounts with corresponding account balance)
- Ability to manage multiple transactions/projects simultaneously
What You'll Bring:
- 5+ years experience managing Group Workplace Savings operations including transfers and plan registration
- Experience in the operational function of Group savings and retirement accounts and their administration
- Years of Accounts (or related) brokerage experience (ideally IIROC/OSC/FINTRAC regulated)
- A history of designing and implementing new processes and metrics
- Deep group registered account experience including documentation, reporting, and working with trustee
- A clear vision for how a high performing Group savings and retirement Accounts function operates, and can build a plan to get there
- Strong people skills and a positive attitude; you will be working in a highly collaborative, diverse and dynamic environment
- The ability to quickly ramp up and learn about how our brokerage operates
- Experience building a high performing team, providing operational support on a daily basis to navigate complex inquiries or ad hoc resolutions
- Partner with the registered accounts team to meet annual regulatory requirements, including forced rollovers, and stay up to date with changes in regulatory guidance and legislation.
- Strong stakeholder management skills, delivering clear and concise and updates to a wide variety of internal stakeholders, contributing towards building alignment on product direction
Who We're Looking For:
- Naturally curious and a problem-solver; if something seems off, they want to figure out what’s going on. They enjoy navigating uncertainty, bringing clarity to ambiguity and don’t wait for a playbook to be written
- Deeply analytical. Are comfortable navigating large sets of data and pulling insights from it; strong experience in Excel is a must, familiarity with database querying (e.g., SQL) and Oracle is a strong asset
- Highly organized with a strong attention to detail and the ability to meet tight deadlines
- Relentless when investigating issues as well as identifying and eliminating root causes
- Passionate about building the best retirement savings experience in Canada through innovative and simple technology driven solutions
- Excited about building a team as we grow and building new processes in an incredibly fast paced environment
Why Wealthsimple?
🤑 Competitive salary with top-tier health benefits and life insurance
📈 Retirement savings matching plan using Wealthsimple for Business
🌴 20 vacation days per year and unlimited sick and mental health days
📚 Up to $1,500 per year towards wellness and professional development budgets respectively
🛫 90 days away program: Employees can work internationally in eligible countries for up to 90 days per calendar year
🌎 A wide variety of peer and company-led Employee Resource Groups (ie. Rainbow, Women of Wealthsimple, Black @ WS)
💖 Company-wide wellness days off scheduled throughout the year
We’re a remote-first team, with over 1,000 employees coast to coast in North America. Be a part of our Canadian success story and help shape the financial future of millions — join us!
Technology & Innovation at Wealthsimple
We believe the future belongs to those who innovate boldly. At Wealthsimple, every team member is expected to lean into new technologies, including AI, and tooling to rethink how we work, solve problems faster, and create even greater value. We're looking for people who are not just comfortable with change but energized by it. Our commitment is to build a company that evolves at the pace of the world around us, and we want you to help lead that future.
DEI Statement
At Wealthsimple, we are building products for a diverse world and we need a diverse team to do that successfully. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.
Accessibility Statement
Wealthsimple provides an accessible candidate experience. If you need any accommodations or adjustments throughout the interview process and beyond, please let us know, and we will work with you to provide the necessary support and make reasonable accommodations to facilitate your participation. We are continuously working to improve our accessibility practices and welcome any feedback or suggestions on how we can better accommodate candidates with accessibility needs.
