Senior Software Developer, Brokerage

BUILD SOMETHING PEOPLE LOVE Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $155 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada. We're proud of what we've built — and we're just getting started. Read our Culture Manual https://www.wealthsimple.com/en-ca/culture and learn more about how we work https://www.wealthsimple.com/en-ca/careers. ABOUT THE ROLE The mandate is broad and the autonomy is real. You'll have blue sky to research how the org operates, identify the workflows where manual effort, reconciliation breaks, and tooling gaps compound into operational and regulatory risk, and ship the solutions that make those problems go away — sometimes through code, sometimes through workflow redesign, often through AI-augmented automation built in partnership with our agentic workflows team. Read on if you are an engineer who thrives on deep financial-services domain expertise, prefers an operations standup over a JIRA grooming session, and wants to leave your mark on systems that process billions of dollars for millions of Canadians. WHY THIS ROLE EXISTS Wealthsimple's brokerage business is scaling fast. We ship several great investment products yearly, thus expanding our regulatory surface area with every new product. We're investing in embedded engineers because we believe the path to a 10x improvement runs through engineers who work shoulder-to-shoulder with operators, not engineers who build solutions to spec from a backlog. Our 2026 company priority is to cut ops tickets per 1,000 transactions in half. You'll be a key part of getting us there. WHAT YOU'LL DO - Embed with enablement teams — Brokerage Operations, AML/Compliance Supervision, Trade Desk, Treasury, Account Operations, Margin Supervision — to deeply understand how the work gets done and where the friction lives. - Automate high-volume manual workflows end to end, from regulatory reporting (AML STR/LVCTR/EFTR, Form 1/CIRO, DTC asset segregation) to journal entries, reconciliations, collateral monitoring, brokerage liquidations, and complex registered-plan administration. - Advance our risk oversight for leveraged offerings by building automated alerts, managing liquidation processes, and daily reconciliations with external vendors. - Partner with the AI agentic workflows team to make sure what you build is accurate, secure, auditable, and reuses shared components rather than reinventing them. - Exercise judgment on what's the highest impact. You won't be handed a ticket backlog — you'll work with leadership on the Brokerage team, engineering managers, and with the operators themselves to decide what gets built. - Surface the invisible problems. Some of your most valuable output will be insight: pattern recognition across workflows that becomes input to regular R&D planning. WHAT WE'RE LOOKING FOR - Senior software engineer with strong full-stack range and comfort across data pipelines, internal tooling, and AI-augmented workflow automation. - A genuine collaborator with non-engineers — you can sit in an ops standup, ask the right questions, build trust with compliance officers and traders, and translate what you hear into shippable solutions. - Bias for shipping in the weeds. You make judgment calls about what to fix without waiting for a PM to scope it. You close loops yourself. - Comfort with ambiguity. This role rewards engineers who can take a vague "this workflow is painful" and walk out with a concrete diagnosis, a path, and an outcome. - A reuse-first mindset. You coordinate across embedded teams (AML, brokerage tooling, reliability) and integrate with what already exists rather than…