Senior Software Developer - STAR
About The Position
Wealthsimple is Canada’s leading financial innovator, offering a suite of financial products including managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending, and saving. The company serves over 4 million Canadians with more than $125 billion in assets under administration. Founded in 2014, Wealthsimple is headquartered in Toronto, Canada. The STAR team, which sits within the Book of Record (BOR), focuses on Statements, Tax slips, and Revenue. This team is responsible for generating over 20 million monthly client statements, processing tax slips for three North American tax authorities, managing government grants, and calculating interest and fees for all clients. STAR plays a crucial role in every new product launch, ensuring accurate and timely client reporting and tax documentation. The team consists of 7 developers working with Ruby services, Python data pipelines (including PySpark), and Airflow orchestration. They tackle complex problems where correctness and compliance are paramount, and systems must perform at scale.
Requirements
- 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
Responsibilities
- 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
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
- 90 days away: work outside Canada for up to 90 days per year
- Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
