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About the Role

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 across three tax authorities in North America, processing government grants, and interest and fee calculations for all clients. STAR is a partner on every new product launch, ensuring clients receive correct, timely reporting and tax documents.

Responsibilities

Design, build, and operate pipelines and services that generate millions of statements, fees and interest payouts, and every tax slip filed
Set architectural direction for the 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 work reliably in production and standing behind it during regulatory deadlines
Evolve data architecture to improve accuracy, scale, and consistency across all client-facing outputs, moving toward a single source of truth
Raise the bar on quality through code review, testing frameworks, and design conversations
Mentor and grow developers through pairing, code review, and in-the-moment feedback
Shape how we build with AI-assisted tooling, holding the same rigor and quality bar

Requirements

7+ years of backend engineering experience building and operating scalable production systems
Track record of accountability during peak load or high-consequence deadlines
Strong system design and architectural judgment
Ability to make sound trade-off calls, communicate them clearly, and hold the shape of a system across services and pipelines
Strong data engineering skills at scale
Experience with distributed compute (Spark or comparable) and data pipeline design
Solid Postgres experience, comfortable designing schemas and queries for bulk data at scale
Comfort working across Ruby, Python, and workflow orchestration (Airflow or equivalent)
Depth in one language and willingness to ramp on others
Enthusiasm for AI-assisted development, with the engineering judgment to review, understand, and hold quality on AI-generated output
Takes ownership end-to-end, especially during peak deadlines and high-stakes delivery windows
Cares deeply about correctness and the client
Comfortable when problems are consequential and rarely perfectly clean
Collaborative and generous by default
Curious about the "why" behind systems

Skills

Backend engineering
Scalable production systems
System design
Data engineering at scale
Distributed compute (Spark or comparable)
Data pipeline design
Postgres
Ruby
Python
Workflow orchestration (Airflow or equivalent)
AI-assisted development

Location

Toronto, Canada
North America
Canada

Work Type

Hybrid
Full-time

Experience Level

7+ years of backend engineering experience

Benefits

Top-tier health benefits and life insurance
Long-term group savings with employer match
20 vacation days
4 wellness days
Unlimited sick and mental health days
90 days away: work outside Canada for up to 90 days per year
Employee resource groups

About the Company

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 and learn more about how we work.
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.
We move quickly and build thoughtfully.
We're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem.
We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Equal Opportunity

We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.
We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.
We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.