Options Clearing Specialist — Data-Driven Reconciliations

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

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.