Senior Software Developer, Delivery Platform

Role Overview

• 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.
• 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.

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.

Tech Stack

• AWS
• Cloud
• Jenkins
• JMeter
• Kotlin
• Kubernetes
• Prometheus
• Python
• Ruby
• Terraform
• TypeScript

Benefits

• Top-tier health benefits and life insurance
• Long-term group savings with employer match using our Wealthsimple for Business platform
• 20 vacation days + 4 wellness days per year, and unlimited sick and mental health days
• 90 days away program: Employees can work outside of Canada for up to 90 days per calendar year
• A wide variety of peer and company-led Employee Resources Groups (e.g., Rainbow, Women of Wealthsimple, Black @ WS)