Senior Associate, Technical Operations

Wealthsimple is seeking a Senior Associate, Technical Operations to act as a hands-on workflow builder and quality owner within its Operations ecosystem. The role involves building, testing, and maintaining automated workflows that power the AI Chat Platform, applying a rigorous QA mindset to operational workflows, and deprecating outdated processes. The company is a hybrid team with over 1,500 employees across North America.

Responsibilities

Build & Orchestrate Workflows: Design, configure, and maintain automated operational workflows using orchestration platforms (such as n8n or Workato) and custom scripting; Own Workflow QA & Lifecycle Hygiene: Apply software QA discipline to operational systems, define test cases, validate release readiness, monitor regression risks, and systematically unship or refactor legacy workflows; Investigate & Optimize Pipeline Data: Dig into raw logs and database tables using advanced SQL and Python to identify failure patterns, isolate edge cases, and execute root-cause fixes on failed transactions; Leverage Applied AI Pragmatically: Utilize LLM tools for structured data parsing, regex generation, error-log classification, and operational investigation; Bridge Ops and Architecture: Partner with senior engineering and operational stakeholders to translate process requirements into scalable technical implementations and challenge existing processes with data-backed arguments

Requirements

1–3+ Years of Relevant Technical Experience: Background in Technical Operations, Systems Analysis, Data QA, Software QA, or Workflow Automation where you were directly responsible for building, troubleshooting, and maintaining data-driven processes; Solid Data Literacy (SQL & Scripting): Demonstrated ability to write performant SQL beyond basic queries (experience with CTEs, window functions, and query optimization), foundational familiarity with Python or scripting for data manipulation; Workflow Automation Mindset: Practical experience working with workflow engines, API integrations, or orchestration platforms (e.g., n8n, Workato, Make, Retool, or equivalent native workflow tools); Engineering-Minded QA Instincts: Understanding that shipping a workflow is only half the job, with attention to edge-case handling, monitoring, rollback plans, and system dependencies; Applied AI Fluency: Using AI tools to parse unstructured error strings, structure disparate datasets, and validate logic; Clear Technical Communication: Able to engage deeply with software engineers on architecture while clearly explaining operational impacts to business partners

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; Work outside Canada for up to 90 days per year; Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS