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Wealthsimple Technologies
Sr Software Developer, AI PlatformWealthsimple Technologies • Winnipeg, Canada
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Sr Software Developer, AI Platform

Sr Software Developer, AI Platform

Wealthsimple Technologies • Winnipeg, Canada
4 days ago
Job type
  • Full-time
Job description
Build something people love Wealthsimple's mission is to help everyone achieve financial freedom – by making financial services simple, transparent, and low-cost. We're Canada's largest fintech, trusted by over 3 million clients with more than $100 billion in assets. We move fast, we own our work, and we care deeply about the people using our products. If that sounds like you, keep reading.

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.

About the AI Platform Foundations Team AI Platform Foundations is a newly formed team within Platform Engineering on a mission to make AI a reliable, governed, and productivity-multiplying force across Wealthsimple's engineering organization. We build and maintain the shared AI tooling that hundreds of developers depend on to ship faster and with more confidence. We also build the guardrails and policy controls that keep teams on the golden path, so innovation happens without introducing risk.

As a founding member of this team, you'll be shaping what AI-assisted engineering looks like at Wealthsimple. You'll work across a polyglot environment of Ruby on Rails, Python, TypeScript, and Java/Kotlin, partnering closely with teams across Platform Engineering and the broader organization to build tooling that is adopted broadly, trusted deeply, and measured rigorously. Your work will directly influence how Wealthsimple's engineers write code, review changes, and ship to production.

In this role you'll have the opportunity to:

Build the shared AI tooling platform from the ground up.

As a founding team member, you'll design and implement the shared infrastructure that brings AI-assisted development to every team at Wealthsimple. This includes consolidating one-off and custom LLM tools into a governed, reusable platform that engineering teams can adopt with confidence.

Accelerate developer productivity through AI-powered automation.

Build tooling that meaningfully reduces friction in the development lifecycle. From AI-assisted code review and automated PR approvals to intelligent deployment checks, you'll create systems that let developers focus on what matters most.

Design and implement guardrails that keep developers on the golden path.

Build policy controls, verification layers, and governance tooling that ensure AI interactions across the organization are safe, compliant, and aligned with Wealthsimple's standards. You'll own the systems that catch issues before they reach production.

Drive measurable adoption across a polyglot engineering organization.

Work across teams using Ruby on Rails, Python, TypeScript, and Java/Kotlin to ensure the platform meets developers where they are. Track adoption, satisfaction, and impact rigorously, using data to guide what to build next.

Define the standards and practices for AI-assisted engineering at Wealthsimple.

As an early builder on this team, you'll have real influence over how we approach LLM integrations, cost governance, and tooling strategy. You'll establish patterns others build on.

Champion engineering excellence and mentorship.

Partner with teams across the organization, share your expertise through documentation and code reviews, and help grow the next generation of developers working in this space.

What you'll bring:

7+ years of experience in software development

as part of a team, with meaningful experience in platform engineering, developer experience, or developer tooling, and a growing track record building AI-powered or LLM-driven systems.

Hands-on experience building with LLMs and AI tooling.

You've explored and worked in the AI space, whether building LLM-powered developer tools, integrating AI APIs, or experimenting with agents and automation. You understand the practical realities of working with models like Claude in production systems.

A product mindset for internal platforms.

You treat developer tooling as a product, with engineers as your customers. You're driven to understand their pain points, measure adoption and impact, and build solutions that stick.

Technical versatility across a polyglot stack.

Experience with two or more of Ruby, Python, TypeScript, or Java/Kotlin. You're comfortable writing tooling and automation across different language ecosystems.

Experience building governance, policy, or guardrail systems.

You've thought carefully about how to build systems that enforce standards at scale without getting in developers' way.

Data-informed decision-making.

You use metrics to identify opportunities, measure impact, and prioritize. You're comfortable establishing baselines, setting targets, and tracking progress toward goals.

Strong cross-functional collaboration skills.

You build trust with partner teams, communicate clearly about progress and trade-offs, and know how to drive alignment across an organization.

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.

ICYMI Technology & Innovation at Wealthsimple:

We move quickly and build thoughtfully. That means 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.

Inclusion Statement:

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.

Accessibility Statement:

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.

AI in Hiring:

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.

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