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Senior Associate, Technical Operations

🔥 21 minutes ago

🇨🇦 Canada – Remote

💵 CA$32 - CA$40 / hour

⏰ Full Time

🟠 Senior

⚙️ Operations

Where this job comes from

Posted on Wealthsimple's careers page, not through a job board

First seen by Remote Rocketship 21 minutes ago

Logo of Wealthsimple

Wealthsimple

1001 - 5000 employees

Founded 2014

💼 Consulting

🛡️ Insurance

💳 Fintech

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

Consulting • Insurance • Fintech

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

• Act as a hands-on workflow builder and quality owner within the Operations ecosystem • Design, configure, and maintain automated operational workflows using orchestration platforms and custom scripting • Define test cases, validate release readiness, monitor regression risks, and refactor or deprecate legacy workflows • Investigate raw logs and database tables using advanced SQL and Python • Identify failure patterns, isolate edge cases, and execute root-cause fixes on failed transactions • Use modern LLM tools for structured data parsing, regex generation, error-log classification, and operational investigation • Partner with senior engineering and operational stakeholders to translate process requirements into scalable technical implementations • Challenge existing processes with data-backed technical arguments • Build, test, and maintain automated workflows powering the AI Chat Platform

🎯 Requirements

• 1–3+ years of relevant technical experience in Technical Operations, Systems Analysis, Data QA, Software QA, or Workflow Automation • Direct responsibility for building, troubleshooting, and maintaining data-driven processes • Ability to write performant SQL beyond basic queries, including CTEs, window functions, and query optimization • Foundational familiarity with Python or scripting for data manipulation • Practical experience with workflow engines, API integrations, or orchestration platforms such as n8n, Workato, Make, Retool, or equivalent native workflow tools • Engineering-minded QA instincts, including edge-case handling, monitoring, rollback plans, and system dependencies • Applied AI fluency using LLM tools to parse unstructured error strings, structure disparate datasets, and validate logic • Ability to communicate technically with software engineers and explain operational impacts to business partners • Legally eligible to work in Canada • Permanent residence in Canada

🏖️ Benefits

• Top-tier health benefits and life insurance • Long-term group savings with employer match, through Wealthsimple for Business • 20 vacation days per year • 4 wellness days per year • Unlimited sick and mental health days per year* • Work outside Canada for up to 90 days per year* • Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS • Equity compensation for permanent employees

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