We9re looking for aSenior Staff Software Developer to lead the evolution of our developer experience and AI-powered engineering ecosystem. In this role, you9ll 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. You9ll 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. What you9ll 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 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 Reliability & Operations - 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 Cross-Functional Leadership - 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 What you bring - 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 - Proven track record of leading complex, cross-functional platform initiatives at scale - Exceptional system design skills, with a focus on reliability, scalability, and performance Infrastructure & Platform Experience - Experience with cloud-native technologies (Kubernetes, Docker, service discovery, distributed systems) - Strong understanding of CI/CD systems (e.g., CircleCI, Jenkins, Harness) and release orchestration - Experience building internal developer platforms, CLIs (preferably in Go), and productivity tooling - Familiarity with Infrastructure as Code (Terraform) and cloud platforms like GCP AI & Emerging Tooling - Experience leveraging AI-assisted development tools in production environments - Interest or experience in applying AI to developer productivity, incident management, or automation - Ability to evaluate and safely integrate AI systems into engineering workflows Leadership & Influence - Strong technical leadership with the ability to influence across teams and organizational boundaries - 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 What we offer - Challenging, high-impact work to grow your career - Performance driven compensation with multipliers for outsized impact, bonus programs, and equity ownership - Top tier benefits to fuel your work, including supplemental health insurance, ancillary insurance, and mental health support programs - Lifestyle wallet - a highly flexible employer-paid benefits spending account expenses beyond traditional benefits such as wellness, childcare, learning, and more. - Time off to recharge including company holidays, paid time off, sick time, paid volunteer time off, parental leave, and more! - Exceptional office experience with catered meals, events, and comfortable workspaces. - Monthly commuter stipend to help offset in-office commuting costs AI Usage Disclosure: Robinhood uses artificial intelligence (AI) tools to support parts of our recruiting process. These tools enhance the efficiency and consistency of our hiring process; however, all hiring decisions are made by our hiring teams. Vacancy Notice: This job posting represents an existing vacancy that we are actively seeking to fill. In addition to the base pay range listed below, this role is also eligible for bonus opportunities + equity + benefits. Base pay for the successful applicant will depend on a variety of job-related factors, which may include education, training, experience, location, business needs, or market demands. The expected base pay range for this role is based on the location where the work will be performed. Base Pay Range: Toronto, ON $234,000-$275,000 CAD Click here to learn more about our Total Rewards, which vary by region and entity. If our mission energizes you and you9re ready to build the future of finance, we look forward to seeing your application.