Wealthsimple

Senior Software Developer - STAR

Wealthsimple • $100K — $130K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of backend engineering experience with scalable production systems.
  • Strong system design and architectural judgment with effective communication skills.
  • Data engineering experience at scale, including distributed compute and data pipeline design.
  • Familiarity with Ruby, Python, and workflow orchestration tools like Airflow.
  • Enthusiasm for AI-assisted development and strong engineering judgment on tool outputs.

Responsibilities

  • Design, build, and operate data pipelines and services for client statements and tax slips.
  • Set architectural direction and guide design trade-offs for the team.
  • Own end-to-end scope of projects from design to reliable production.
  • Evolve data architecture to enhance accuracy and consistency for client outputs.
  • Improve code quality through rigorous reviews and testing frameworks.
  • Mentor developers through feedback and collaborative work.
  • Incorporate AI-assisted tooling while maintaining high quality standards.

Benefits

  • Top-tier health benefits and life insurance.
  • Long-term group savings with employer match.
  • 20 vacation days, 4 wellness days, and unlimited sick and mental health days.
  • Opportunity to work outside Canada for up to 90 days per year.
  • Access to diverse employee resource groups promoting inclusivity.
Full Job Description
Build something people love

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
Who You Are
  • You take ownership end-to-end, especially during peak deadlines and high-stakes delivery windows
  • You care deeply about correctness, and about the client on the other side of it
  • You're comfortable when the problems are consequential and rarely perfectly clean
  • You're collaborative and generous by default: you share what you know, invest in the people around you, and help the whole team get better
  • You're curious about the "why" behind the systems, not just the code


Why Wealthsimple?

🌸 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

We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

About Wealthsimple

Wealthsimple is a financial services company that provides online investment management and trading services. The company's platform allows users to invest in a variety of financial products, including stocks, bonds, and exchange-traded funds (ETFs), and offers a range of tools and resources to help users manage their investments. Wealthsimple also offers a high-interest savings account and a tax preparation service. The company was founded in 2014 and is headquartered in Toronto, Canada.
Learn more about Wealthsimple
Size
500 employees
Industry
Founded
2014

Similar Jobs

More Jobs at Wealthsimple

More Finance & Insurance Jobs

Find similar Senior Software Developer - STAR jobs: