Senior Staff Software Developer, Developer Productivity & AI Tooling at Robinhood Markets, Inc. – Toronto | Jobyssey

You will lead the evolution of developer experience and AI-powered engineering tooling. You will architect and build scalable systems, define standards for developer infrastructure, and drive large cross-functional initiatives. You will design and operate cloud and Kubernetes platforms, build CI/CD and automation, integrate AI-assisted development tools, lead incident response and postmortems, and mentor senior engineers.

Responsibilities

Architect and build scalable systems that enable fast, reliable delivery of full-stack applications
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
Leverage AI to power the development workflow
Identify and eliminate friction across the software development lifecycle
Build and evolve developer tooling including CLIs, configuration systems, and local and 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 across engineering teams
Design and implement agentic workflows for development and operations
Evaluate and integrate AI agents for anomaly detection, alert correlation, and automated remediation
Design and operate services on AWS with attention to scalability, cost efficiency, and security
Lead Kubernetes based platform improvements and developer workflows for containerized environments
Drive Infrastructure as Code strategy and adoption using Terraform
Build and optimize CI/CD pipelines for 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
Partner with Product, Platform, and SRE teams on long term technical strategy
Mentor senior engineers and raise the technical bar across the organization

Requirements

10+ years of software engineering experience, including 3+ years operating at Staff or Senior Staff level
Deep expertise in developer infrastructure including CI/CD, build systems, testing frameworks, development environments, and observability
Proficiency in Go, Python, or TypeScript/JavaScript
Proven track record of leading complex, cross functional platform initiatives at scale
Exceptional system design skills with focus on reliability, scalability, and performance
Experience with cloud native technologies such as Kubernetes and Docker and distributed systems
Strong understanding of CI/CD systems (e.g., CircleCI, Jenkins, Harness) and release orchestration
Experience building internal developer platforms and CLIs (preferably in Go)
Familiarity with Infrastructure as Code using Terraform and cloud platforms including GCP and AWS
Experience leveraging AI assisted development tools in production and integrating AI into engineering workflows
Strong technical leadership and communication skills

Benefits

Performance driven compensation with bonus programs and equity ownership
Supplemental health insurance
Ancillary insurance
Mental health support programs
Lifestyle wallet (employer paid benefits spending account) for wellness, childcare, learning, and more
Company holidays, paid time off, sick time, paid volunteer time off, and parental leave
Exceptional office experience with catered meals and events
Monthly commuter stipend

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