Senior Software Developer – Delivery Platform

Wealthsimple

Senior Developer architecting deployment systems for Wealthsimple, Canada's largest fintech. Evolving delivery processes and ensuring reliability in software deployment.

Posted 4/15/2026full-timeRemote • 🇨🇦 CanadaSenior💰 CA$151,200 - CA$189,000 per yearWebsite

Tech Stack

Tools & technologies

AWSCloudJenkinsJMeterKotlinKubernetesPrometheusPythonRubyTerraformTypeScript

About the role

Key responsibilities & impact

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.
Optimize CI/CD infrastructure at scale. Improve CI workflows and build tools that enhance speed and reliability.
Build deployment gates and guardrails that prevent production incidents. Implement automated quality checks.
Build world-class deployment observability and visibility. Create monitoring and alerting systems.
Drive Wealthsimple's 2026 reliability mission by implementing chaos testing frameworks and automated rollback mechanisms.
Pioneer continuous, automated load testing to validate performance characteristics before and during deployments.
Champion engineering excellence and mentorship by partnering across teams and sharing expertise through various channels.

Requirements

What you’ll need

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.

Benefits

Comp & perks

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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

CI/CDKubernetesGitOpsArgo Rolloutsautomated rollbackload testingInfrastructure as CodeTypeScriptRubyPython

Soft Skills

collaborationmentorshipcommunicationdata-driven decision makingengineering excellencecoaching