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Wealthsimple is Canada's leading financial innovator serving over 4 million Canadians with a full suite of financial products including managed investing, trading, cryptocurrency, tax filing, and spending/saving tools. The company holds over $155 billion in assets under administration.
The Options Clearing team sits within Brokerage Operations and is responsible for executing on behalf of clients across billions of dollars daily. This role reports to the Senior Manager, Options Clearing and owns the full options life cycle—reconciliations, settlements, exercises, assignments, and expirations—ensuring every position matches what it should be.
You will own daily execution of reconciliations, settlement, and expiration processing across the options book, catching and resolving breaks before they reach clients. You'll act as the team's subject matter expert on OCC and CDCC clearing (including SOLA), covering exercises, assignments, and institutional options transfers. You'll partner with the Trade Desk, engineering, and other operations teams to resolve trade and position discrepancies and reduce risk.
Key responsibilities include using data—pivot tables, lookups, and SQL—to find the cause of inefficiencies and fix them; building and improving tools and workflows that let the team scale as options volume grows; and developing processes to increase back-office operations efficiency. This is precise, deadline-driven work where accuracy is non-negotiable because clients are trusting the company with their money.
Wealthsimple offers top-tier health benefits and life insurance, long-term group savings with employer match, 20 vacation days plus 4 wellness days and unlimited sick/mental health days annually, and the ability to work outside Canada for up to 90 days per year. The company is hybrid with over 1,500 employees across North America.
REQUIREMENTS:
- 2+ years handling back-office reconciliations, settlements, or options clearing (OCC/CDCC) at a broker-dealer or registered investment dealer
- Comfortable with large data sets—able to take thousands of rows of position data, find breaks, and explain what caused them
- Working knowledge of SQL, or ready to learn it fast (you'll be querying data daily)
- Available to support early and late hours on a rotating basis around market events and settlement cycles
- Clear communicator who can work easily with trading, product, and operations teams
NICE TO HAVE:
- Progress toward or completion of CSC, DFOL, or similar industry courses
- Familiarity with CDS or DTCC settlement
- Familiarity with Claude AI or Claude Code
