Senior Staff Software Developer, Developer Productivity & AI Tooling

About the team + role 

We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards.

At Robinhood, Developer Productivity is the backbone that enables every engineer to deliver exceptional software; faster, safer, and at scale. We design and build the systems, platforms, and experiences that make software development seamless and reliable across the company.

We believe infrastructure should be invisible when working perfectly, intuitive, resilient, and empowering. Our mission is to eliminate friction, enhance feedback loops, and drive developer productivity through operational excellence, intelligent automation, and world-class tooling.

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.

This role is based in our Toronto office(s), with in-person attendance expected at least 3 days per week. 

At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.

What you’ll do

Technical Leadership & Architecture

• 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

Developer Experience & Productivity

• 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

AI Tooling & Intelligent Automation

• 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

Cloud, Infrastructure & Platform Systems

• Design and operate services on AWS with strong attention to scalabili