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 Trade Desk team is at the backbone of our investment products, ensuring that client trades are executed efficiently and we are operating optimally. We are a group of maker-owners who manage billions of dollars, so the stakes are high.
This role will focus on operational excellence and efficiency, working closely with teams across Brokerage Operations to ensure the best outcomes for our clients.
As the Associate Trader for Self Directed Investing, you will work directly on the Trading team, to support, assist, and monitor trading operations, with a primary emphasis on futures and options. While your focus will skew toward derivatives, you will still support all aspects of the business (equities, crypto, and more). You will be tasked with automating manual operational processes, leveraging AI tools to enhance efficiency, writing queries to gather business intelligence and supporting the trade desk in various initiatives. This is an exciting opportunity to meaningfully contribute to a dynamic company with the momentum of a successful team and product behind you.
Lead the day-to-day effort across trading operations on the SDI trade desk, with a specific focus on derivatives workflows, to measure, track and improve associated operations.
Support the team on major initiatives: new order types, new asset classes, and net new product launches, from early scoping through to execution
Manage cross-functional relationships across product, compliance, regulatory, trading, brokerage operations and client experience — balancing competing priorities and keeping the right people informed
Build and improve operational processes using SQL, AI tools, and automation — turning manual, time-consuming workflows into something more efficient and scalable
Monitor operational metrics and controls, identify anomalies early, and support risk management across derivatives workflows
Manage and execute (once registered) inventory for assets impacting SDI trading, including equities, options and crypto.
Contribute to post-incident remediation and root cause analysis when things go wrong — and help make sure they don't go wrong the same way twice.
Active CIRO registration to trade equities, options, and futures
2 - 4 years of direct capital markets experience
Deep working knowledge of derivatives markets, specifically futures and options; solid understanding of equities and crypto
Hands-on experience in trade support and trading operations, including order execution
Strong SQL skills and experience writing queries for operational or analytical purposes
Familiarity with FIX protocol and UAT testing
Demonstrated experience using AI tools (e.g., Claude, Claude Code) to automate tasks, build workflows, and improve operational efficiency — including prompt engineering
Strong communication skills — you can translate complexity for different audiences without losing the thread
Highly organized, detail-oriented, and able to manage multiple priorities without dropping the ball
Proficiency in Python or another programming language
Experience working in a regulated fintech or brokerage environment
Exposure to launching new products or order types in a trading operations context
You take ownership of your work end-to-end — you don't wait to be told something needs fixing
You're genuinely interested in trading and financial markets, and you bring that curiosity to how you approach the job
You're comfortable operating in a complex, fast-moving environment where regulatory requirements are real and the pace doesn't slow down
You think in systems — when something breaks, you're looking for the root cause, not just the quick fix
You build trust with cross-functional partners by being reliable, clear, and easy to work with
You're eager to learn and grow, and you see AI and automation as genuine tools — not buzzwords
🌸 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.
Skills Required
- Active CIRO registration to trade equities, options, and futures
- 2 - 4 years of direct capital markets experience
- Deep working knowledge of derivatives markets, specifically futures and options
- Hands-on experience in trade support and trading operations, including order execution
- Strong SQL skills and experience writing queries for operational or analytical purposes
- Familiarity with FIX protocol and UAT testing
- Demonstrated experience using AI tools to automate tasks and improve operational efficiency
- Strong communication skills
- Highly organized, detail-oriented, and able to manage multiple priorities
- Proficiency in Python or another programming language
- Experience working in a regulated fintech or brokerage environment
- Exposure to launching new products or order types in trading operations
Wealthsimple Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Wealthsimple and has not been reviewed or approved by Wealthsimple.
-
Leave & Time Off Breadth — Time off programs include generous vacation, unlimited sick and mental health days, and a “90 Days Away” option to work internationally. These policies signal broad flexibility and ample opportunities for rest and renewal.
-
Parental & Family Support — Paid parental leave is topped up to full salary for extended periods for both primary and secondary caregivers. Structured reboarding and gradual return options reinforce support for growing families.
-
Wellbeing & Lifestyle Benefits — Offerings include a substantial mental health budget, Headspace access, wellness and home office stipends, and a remote‑friendly setup. These benefits emphasize whole‑person wellbeing beyond core pay and insurance.
Wealthsimple Insights
What We Do
All of your investing, made simple. wsim.co/legal






