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Senior Software Developer - STAR

Wealthsimple
CompanyWealthsimple
CategoryEngineering
LocationToronto
RemoteOn-site (inferred)
EmploymentNot stated
LevelSenior
SalaryUSD 151k
Posted24 Jul 2026
Last verified30 Jul 2026
SourceEmployer career page (ashby)
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Description
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 $125 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. STAR sits inside the Book of Record (BOR), the ledger of truth for every dollar that moves through Wealthsimple. STAR stands for Statements, Tax slips, and Revenue: the outputs that make what's in the ledger visible and legally defensible. Our team runs 20M+ monthly client statements, tax slips filed across three tax authorities in North America, processing government grants, and the interest and fee calculations for all of our clients. STAR is a partner on every new product launch, making sure clients get correct, timely reporting and tax documents no matter what the rest of Wealthsimple ships. We're a small team of 7 developers holding meaningful scope across a mix of Ruby services, Python data pipelines (including PySpark), and Airflow orchestration. If you like problems where correctness and compliance matter, and where the systems have to hold up at scale, you'll feel at home here. WHAT YOU'LL DO - Design, build, and operate the pipelines and services that generate millions of statements, fees and interest payouts, and every tax slip we file - Set architectural direction for how we build in this domain: proposing designs, guiding tradeoffs, and helping the team make consistent choices across services and pipelines - Own significant scope end-to-end, from technical design to running your work reliably in production and standing behind it during regulatory deadlines - Evolve our data architecture to improve accuracy, scale, and consistency across all client-facing outputs, moving us toward a single source of truth - Raise the bar on quality through code review, testing frameworks, and design conversations that catch issues before they reach clients or regulators - Mentor and grow the developers around you through pairing, code review, and in-the-moment feedback - Shape how we build with AI-assisted tooling, holding the same rigor and quality bar we hold for our own work SKILLS YOU BRING - 7+ years of backend engineering experience building and operating scalable production systems, with a track record of accountability during peak load or high-consequence deadlines - Strong system design and architectural judgment: you make sound trade-off calls, communicate them clearly, and can hold the shape of a system in your head across services and pipelines - Strong data engineering skills at scale, including experience with distributed compute (Spark or comparable) and data pipeline design, plus solid Postgres experience, comfortable designing schemas and queries that can serve bulk data reliably to clients at scale - Comfort working across Ruby, Python, and workflow orchestration (Airflow or equivalent); depth in one and willingness to ramp on the others matters more than an exact stack match - Enthusiasm for AI-assisted development, with the engineering judgment to review, understand, and hold quality on what those tools produce NICE TO HAVES - Experience in fintech, banking, brokerage, or another regulated domain - Familiarity with tax reporting, statement generation, ledgers, or other financial-correctness systems - Exposure to interaction with government or regulatory bodies - Familiarity with medallion architecture, dbt, or other structured data modelling approaches
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Senior Software Developer - STAR — Wealthsimple · Job Opportunities API