Senior Staff Software Developer (Developer Productivity & AI Tooling)
Toronto, Canada
Senior Level
Full-Time
About the role
- We’re looking for a Senior Staff Software Developer to lead the evolution of our developer experience and AI-powered engineering ecosystem. In this role, you’ll operate as a technical leader and architect across the organization, shaping strategy, defining standards, and driving large-scale initiatives that improve developer velocity, system reliability, and engineering quality
- You’ll work at the intersection of developer tooling, platform infrastructure, and AI-assisted development, pioneering how Robinhood engineers build, test, deploy, and operate software
- Architect and build scalable systems that enable fast, reliable delivery of full-stack applications, with a strong focus on enhancing the overall developer experience
- Set technical direction and standards for developer infrastructure across build systems, CI/CD, testing, and local development
- Lead design reviews, operational readiness, and post-incident analysis for critical developer platforms
- Leveraging AI to power the next generation development workflow
- Identify and eliminate friction across the software development lifecycle
- Build and evolve developer tooling including CLIs, configuration systems, and local/remote development environments
- Drive improvements in build systems, test automation, and deployment workflows
- Champion best practices in code quality, observability, and operational excellence
- Lead adoption of AI-assisted development tools (e.g., Copilot, Claude) across engineering teams
- Design and implement agentic workflows for development and operations (e.g., automated code generation, incident triage, root cause analysis)
- Evaluate and integrate AI agents for anomaly detection, alert correlation, and automated remediation
- Establish best practices for safe, secure, and effective use of AI in software development
- Design and operate services on AWS with strong attention to scalability, cost efficiency, and security
- Lead Kubernetes-based platform improvements, including developer workflows for containerized environments
- Drive Infrastructure as Code (Terraform) strategy and adoption across environments
- Build and optimize CI/CD pipelines (e.g., Harness, Jenkins, CircleCI) with a focus on reliability and speed
- Own non-functional requirements including availability, scalability, latency, and security
- Ensure systems are observable through metrics, logs, and alerting
- Lead incident response, postmortems, and continuous improvement efforts
- Reduce operational toil through automation and platform improvements
- Partner with Product, Platform, and SRE teams to align on long-term technical strategy
- Lead large-scale, cross-functional initiatives spanning multiple engineering teams
- Mentor senior engineers and raise the technical bar across the organization
- Contribute to a strong engineering culture centered on ownership, quality, and continuous improvement- 10+ years of software engineering experience, including 3+ years operating at Staff or Senior Staff level
- Deep expertise in developer infrastructure (CI/CD, build systems, testing frameworks, dev environments, observability)
- Strong backend engineering skills with proficiency in Go, Python, or TypeScript/JavaScript
- Exceptional system design skills, with a focus on reliability, scalability, and performance
- Proven track record of leading complex, cross-functional platform initiatives at scale
- Experience with cloud-native technologies (Kubernetes, Docker, service discovery, distributed systems)
- Familiarity with Infrastructure as Code (Terraform) and cloud platforms like GCP
- Experience building internal developer platforms, CLIs (preferably in Go), and productivity tooling
- Strong understanding of CI/CD systems (e.g., CircleCI, Jenkins, Harness) and release orchestration
- Interest or experience in applying AI to developer productivity, incident management, or automation
- Strong technical leadership with the ability to influence across teams and organizational boundaries
- Experience leveraging AI-assisted development tools in production environments
- Ability to evaluate and safely integrate AI systems into engineering workflows
- Excellent communication skills, with experience driving alignment across engineering and product stakeholders
- Passion for developer experience and enabling other engineers to do their best work
Not the right fit? Search for Staff Software Developer jobs in Toronto, Canada
Similar Jobs
Senior Staff Software Developer (Developer Productivity & AI Tooling)
Toronto, Canada
Senior Level
Full-Time
About the role
- We’re looking for a Senior Staff Software Developer to lead the evolution of our developer experience and AI-powered engineering ecosystem. In this role, you’ll operate as a technical leader and architect across the organization, shaping strategy, defining standards, and driving large-scale initiatives that improve developer velocity, system reliability, and engineering quality
- You’ll work at the intersection of developer tooling, platform infrastructure, and AI-assisted development, pioneering how Robinhood engineers build, test, deploy, and operate software
- Architect and build scalable systems that enable fast, reliable delivery of full-stack applications, with a strong focus on enhancing the overall developer experience
- Set technical direction and standards for developer infrastructure across build systems, CI/CD, testing, and local development
- Lead design reviews, operational readiness, and post-incident analysis for critical developer platforms
- Leveraging AI to power the next generation development workflow
- Identify and eliminate friction across the software development lifecycle
- Build and evolve developer tooling including CLIs, configuration systems, and local/remote development environments
- Drive improvements in build systems, test automation, and deployment workflows
- Champion best practices in code quality, observability, and operational excellence
- Lead adoption of AI-assisted development tools (e.g., Copilot, Claude) across engineering teams
- Design and implement agentic workflows for development and operations (e.g., automated code generation, incident triage, root cause analysis)
- Evaluate and integrate AI agents for anomaly detection, alert correlation, and automated remediation
- Establish best practices for safe, secure, and effective use of AI in software development
- Design and operate services on AWS with strong attention to scalability, cost efficiency, and security
- Lead Kubernetes-based platform improvements, including developer workflows for containerized environments
- Drive Infrastructure as Code (Terraform) strategy and adoption across environments
- Build and optimize CI/CD pipelines (e.g., Harness, Jenkins, CircleCI) with a focus on reliability and speed
- Own non-functional requirements including availability, scalability, latency, and security
- Ensure systems are observable through metrics, logs, and alerting
- Lead incident response, postmortems, and continuous improvement efforts
- Reduce operational toil through automation and platform improvements
- Partner with Product, Platform, and SRE teams to align on long-term technical strategy
- Lead large-scale, cross-functional initiatives spanning multiple engineering teams
- Mentor senior engineers and raise the technical bar across the organization
- Contribute to a strong engineering culture centered on ownership, quality, and continuous improvement- 10+ years of software engineering experience, including 3+ years operating at Staff or Senior Staff level
- Deep expertise in developer infrastructure (CI/CD, build systems, testing frameworks, dev environments, observability)
- Strong backend engineering skills with proficiency in Go, Python, or TypeScript/JavaScript
- Exceptional system design skills, with a focus on reliability, scalability, and performance
- Proven track record of leading complex, cross-functional platform initiatives at scale
- Experience with cloud-native technologies (Kubernetes, Docker, service discovery, distributed systems)
- Familiarity with Infrastructure as Code (Terraform) and cloud platforms like GCP
- Experience building internal developer platforms, CLIs (preferably in Go), and productivity tooling
- Strong understanding of CI/CD systems (e.g., CircleCI, Jenkins, Harness) and release orchestration
- Interest or experience in applying AI to developer productivity, incident management, or automation
- Strong technical leadership with the ability to influence across teams and organizational boundaries
- Experience leveraging AI-assisted development tools in production environments
- Ability to evaluate and safely integrate AI systems into engineering workflows
- Excellent communication skills, with experience driving alignment across engineering and product stakeholders
- Passion for developer experience and enabling other engineers to do their best work
Not the right fit? Search for Staff Software Developer jobs in Toronto, Canada