Specialist, Derivatives Risk Remediation

🕒 May 22

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Wealthsimple

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2014

💳 Fintech

🏦 Banking

💸 Finance

🔥 Funding within the last year

💰 $393M Series E - Wealthsimple on 2025-10

Fintech • Banking • Finance

Wealthsimple is a Canadian financial technology company that provides consumer banking, investing, and wealth management services. It offers chequing accounts, savings, credit cards, self-directed trading (stocks, ETFs, options), cryptocurrency trading, managed portfolios, tax services, and advisory wealth management for high-net-worth clients. Wealthsimple combines digital-first banking and low-fee investing products aimed at retail customers, along with tools and educational content to support personal finance.

📋 Description

• Monitor dashboards daily to identify derivative risk across the retail book — surfacing concentrations, early assignment events, near-expiry ITM positions, and accounts requiring action, and triaging each case on its merits. • Monitor automations during option liquidations and escalate anomalies and failures to Engineering, and ensure changes are implemented to avoid mass failures and stay compliant with policies. • Execute option assignment and exercise workflows, account restrictions, position liquidations, and remediation for early assignment, uncovered positions, corporate actions, and ad hoc trade requests from other teams. • Review derivative scenarios and assess how each affects margin, buying power, and firm exposure — applying working knowledge of dynamic collateral and strategy re-pairing to size and execute remediation actions. • Complete weekly and monthly CIRO audit requirements, documenting findings and controls in JIRA and partnering with the Senior Specialist on any remediation needed. • Build and maintain monitoring tools using SQL, Python, and AI tooling — contributing to dashboards and maintaining automation scripts that surface daily risk views and exposure trackers. • Contribute data, queries, and visualizations that feed team discussions and Risk Committee reporting. • Apply CIRO IDPC margin rules to derivative positions in day-to-day decisions and escalate ambiguous or material cases to the Senior Specialist or Team Lead. • Complete ad hoc trades and tasks as assigned by the Senior Specialist or Team Lead.

🎯 Requirements

• 1–3 years in derivatives operations, risk, margin operations, or trading support at a CIRO-regulated dealer or equivalent • Working knowledge of retail option strategies (verticals, iron condors, butterflies, covered calls, cash-secured puts, naked options) and their basic risk mechanics, plus a working understanding of futures and options on futures • Solid grasp of option assignment and exercise mechanics, expiry-day operations, corporate actions, and dividend risk; working knowledge of CIRO IDPC margin rules and of dynamic collateral and strategy re-pairing as they apply to remediation decisions • A collaborative mindset — comfortable surfacing risks, contributing to team discussions, and escalating appropriately to the Senior Specialist or leaders • Working-to-intermediate SQL (joins, CTEs, basic JSON parsing), Python for automation scripts and basic API integrations, practical use of AI tooling, and working proficiency with BI platforms and Excel • CSC, CPH, DFOL, and FLC (or equivalent CIRO new proficiency requirements), or CFA Level 1, are required to register as a supervisor

🏖️ Benefits

• 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