Role overview

Wealthsimple, Canada’s leading financial technology company serving over 4 million Canadians with more than $169 billion in assets under administration, is seeking a Senior Associate, Technical Operations to build and maintain automated workflows that power their AI Chat Platform. In this hands-on role, you will combine engineering discipline with operational problem-solving, designing resilient systems and ensuring quality standards across the operations ecosystem.

Key responsibilities

Design, configure, and maintain automated operational workflows using orchestration platforms such as n8n or Workato, along with custom scripting.
Apply software QA discipline to operational systems by defining test cases, validating release readiness, monitoring regression risks, and systematically retiring or refactoring legacy workflows.
Investigate pipeline data using advanced SQL and Python to identify failure patterns, isolate edge cases, and execute root-cause fixes on failed transactions.
Utilize modern LLM tools for structured data parsing, regex generation, error-log classification, and accelerating operational investigation.
Partner with senior engineering and operational stakeholders to translate complex process requirements into scalable technical implementations using data-backed arguments.

Requirements

One to three or more years of relevant technical experience in Technical Operations, Systems Analysis, Data QA, Software QA, or Workflow Automation, with direct responsibility for building, troubleshooting, and maintaining data-driven processes.
Demonstrated ability to write performant SQL queries including CTEs, window functions, and query optimization techniques.
Foundational familiarity with Python or scripting for data manipulation and automation.
Practical experience working with workflow engines, API integrations, or orchestration platforms such as n8n, Workato, Make, Retool, or equivalent tools.
Engineering-minded QA instincts with understanding of edge-case handling, monitoring, rollback plans, and system dependencies.
Ability to engage deeply with software engineers on technical architecture while communicating operational impacts to business partners.

What makes this role worth considering

Wealthsimple offers comprehensive benefits including top-tier health insurance and life coverage, 20 vacation days plus 4 wellness days and unlimited sick leave, and the flexibility to work outside Canada for up to 90 days per year. You’ll work within a hybrid team of over 1,500 talented employees across North America who are deeply committed to innovation and thoughtful problem-solving in financial technology.