Associate, Options Clearing

Wealthsimple; Toronto; Hybrid; CAD 90,000 - 120,000; Full time

Benefits offered by this job

Health benefits

Employer matching savings plan

25 vacation days per year

Unlimited sick and mental health days

Work across North America

Job summary

Wealthsimple’s Options Clearing team, within Brokerage Operations, drives accurate reconciliations, settlements, and expirations across the options book to protect client assets and maintain data integrity.

The role focuses on catching data breaks, improving processes, and partnering with the Trade Desk, engineering, and other operations teams. Strong SQL skills and a detail-oriented mindset are essential.

Qualifications

• 2+ years handling back-office reconciliations, settlements, or OCC/CDCC at a broker-dealer or registered investment dealer
• Comfortable with large data sets; identify breaks in position data
• Basic SQL knowledge and willingness to learn SQL quickly
• Flexible to support early/late hours around market events and settlement cycles
• Strong communication with trading, product, and operations teams

Responsibilities

• Own daily reconciliation, settlement, and expiration processing across the options book; catch and resolve breaks before they reach clients
• Act as SME on OCC and CDCC clearing (including SOLA); cover exercises, assignments, and transfers
• Collaborate with Trade Desk, engineering, and other ops teams to resolve discrepancies and reduce risk
• Use data tools (pivot tables, lookups, SQL) to diagnose inefficiencies and fix them
• Build and enhance tools/workflows to scale with growing options volume
• Develop processes to increase back-office efficiency

Skills

Back-office reconciliations

SQL proficiency

Data analysis

Clear communicator

Deadline-driven

Education

CSC/DFOL or related industry courses

Tools

Claude AI

Job description

Build something people love

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 $155 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 Options Clearing team sits within Brokerage Operations, the group responsible for how Wealthsimple executes on behalf of clients across billions of dollars a day. We own the full options life cycle - reconciliations, settlements, exercises, assignments and expirations - and make sure every position we hold matches what it should. It's precise, deadline-driven work, and we take it seriously because clients are trusting us with their money.

About the role

Reporting to the Senior Manager, Options Clearing, you'll own the daily execution of reconciliations, settlements, and expirations across our options book. This work protects client assets directly, so accuracy isn't optional - you're the person who catches a break in the data before it becomes a client-facing problem, and who improves the processes that keep pace as the business grows.

What you'll do

• Own daily reconciliation, settlement, and expiration processing across the options book, catching and resolving breaks before they reach clients
• Act as the team's subject matter expert on OCC and CDCC clearing (including SOLA), covering exercises, assignments, and institutional options transfers
• Partner with the Trade Desk, engineering, and other operations teams to resolve trade and position discrepancies and reduce risk
• Use data - pivot tables, lookups, and SQL - to find the cause of inefficiencies and fix them
• Build and improve the tools and workflows that let the team scale as options volume grows
• Develop processes to increase the efficiency of our back-office operations.

Skills you bring:

• 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 - you can take a few thousand rows of position data, find the 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
• A 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

Who you are

• Naturally curious - when something looks off, you want to know why
• Someone who builds trust with the people around you by being reliable and clear
• Are organized and detail-oriented, with the ability to work accurately against tight, non-negotiable deadlines.
• Willing to escalates early when something needs it, rather than sitting on it
• Genuinely interested in how markets and technology intersect

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.

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 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