Senior Software Developer, Delivery Platform

Wealthsimple Technologies

3d • Hybrid

About The Position

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 team
The Delivery Platform team owns the complete deployment lifecycle at Wealthsimple. From the moment code is committed to when it's running reliably in production. We build and maintain the CI/CD infrastructure, deployment systems, and observability tools that enable hundreds of engineers to ship secure, high-quality software to millions of users with confidence and speed.
Our platform encompasses GitHub Actions self-hosted runners for continuous integration, ArgoCD and Argo Rollouts for progressive delivery with canaries and automated rollbacks, package publishing and artifact promotion, deployment visibility through Datadog and Backstage, and continuous load testing with k6. We treat reliability as our north star and deployment velocity as our measure of success.
About the role
As a Senior Developer on our team, you won't just be maintaining pipelines; you'll be architecting the systems that make shipping code at Wealthsimple fast, safe, and transparent. You will support a diverse engineering organization that uses Ruby, Python, Kotlin, and TypeScript to build the future of finance. Your work will directly empower hundreds of developers to deploy with confidence many times per day.

Requirements

• 7+ years of experience in team-based software development, with strong focus on platform engineering, DevOps, CI/CD, or SRE.
• Deep expertise in modern deployment and orchestration, including Kubernetes, GitOps workflows (ArgoCD or similar), progressive delivery, and strategies such as canary and blue-green deployments with automated rollbacks.
• Strong CI/CD experience: designed, built, and operated deployment pipelines using Buildkite, GitHub Actions, Jenkins, GitLab CI, or similar; experience optimizing build times, managing artifacts, and ensuring pipeline reliability at scale.
• Reliability engineering and observability expertise, including building observable systems with Datadog, Prometheus, or similar tools; solid understanding of SLIs, SLOs, and error budgets.
• Technical versatility across multiple languages, with experience in TypeScript, Ruby, Python, Kotlin, or similar; comfortable writing tooling, automation, and infrastructure code.
• Load testing and performance validation experience, using tools such as k6, JMeter, or Gatling, and interpreting results to inform deployment decisions.
• Infrastructure as Code and cloud experience, including AWS, Terraform, or comparable platforms and tools; ability to build reproducible, version-controlled, scalable infrastructure.
• Product mindset for internal platforms, treating deployment infrastructure as a product and internal developers as customers.
• Strong collaboration and mentorship skills, with experience coaching engineers and communicating technical concepts across teams.
• Data-driven approach, using metrics to establish baselines, measure impact, and guide technical decisions.

Responsibilities

• Evolve progressive delivery with Argo Rollouts and GitOps. Enhance our canary deployment strategies, improve automated health checks and rollback triggers, and build self-service deployment tools that give engineering teams the power to ship safely and independently. You'll work directly with Kubernetes, ArgoCD, and Argo Rollouts to make deployments invisible when they work and obvious when they don't.
• Optimize CI/CD infrastructure at scale. Improve our CI workflows to optimize for speed and reliability, optimize build times across hundreds of services, enhance artifact management and package publishing workflows, and build tools that make continuous integration faster and more dependable.
• Build deployment gates and guardrails that prevent production incidents. Design and implement automated quality checks including end-to-end testing, load testing, and progressive delivery validations that catch issues before they reach production. You'll be responsible for ensuring every deployment is safe and reversible.
• Build world-class deployment observability and visibility. Create comprehensive deployment monitoring, dashboards, and alerting through Datadog and custom tooling. Integrate deployment metrics into Backstage to give every engineer real-time insights into their service's deployment health, success rates, and performance characteristics.
• Drive Wealthsimple's 2026 reliability mission. Reliability is our top priority this year, and you'll be at the center of building systems that make it a reality. Implement chaos testing frameworks to validate system resilience, build automated rollback mechanisms, and create deployment confidence metrics that teams can trust.
• Pioneer continuous, automated load testing. Design and build infrastructure that continuously validates performance characteristics of services before and during deployments. Implement k6-based testing frameworks, automated performance regression detection, and integration with deployment gates to catch performance issues early.
• Champion engineering excellence and mentorship. Partner with teams across Wealthsimple to understand their deployment pain points and build solutions that increase their velocity. Share your expertise through documentation, training sessions, and code reviews. Mentor mid-level engineers on the team and across the organization.

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

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees