Associate, CXO Systems Design & Optimization
Wealthsimple
Design
Toronto, ON, Canada
Posted on Oct 28, 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 3+ million users who trust us with more than $100 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:
- Support cross-functional projects by implementing changes to our tools under guidance from senior team members.
- Configure solutions within our customer experience platforms like Zendesk, Five9, and JIRA according to specifications.
- Troubleshoot basic client and agent issues, escalating complex problems appropriately.
- Monitor system health metrics and reporting anomalies to the team.
- Learn our technology stack thoroughly and staying current on system updates and new features.
- Document processes, configurations, and solutions to build our knowledge base.
- Execute routine system maintenance tasks and updates to ensure optimal performance.
What you'll bring:
- You communicate clearly and effectively, able to explain technical concepts to non-technical team members.
- You're curious and ask good questions to understand requirements before implementing solutions.
- You're adaptable and eager to learn, willing to step outside your comfort zone to tackle new challenges in our systems.
- You have a process-oriented mindset and can follow established workflows while suggesting improvements.
- You're a problem-solver who knows when to seek guidance and leverages available resources.
- You pay attention to details and understand their importance in systems administration.
- You work well in a team environment and support your colleagues while completing your assignments.
- You can manage your time effectively and prioritize tasks based on their impact and urgency.
- You're interested in AI technology and willing to learn about prompt engineering, AI quality assurance, and AI platform configuration.
****Note that we have two active postings - one junior and one senior, this is a junior IC level role. Please submit your application to ONE of the postings by November 7th to be considered for the role.
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.
