Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading.

We are building an elite team, applying frontier technologies to the world’s biggest financial problems. Builders who are wired to make an impact. At Robinhood, Developer Productivity is the backbone that enables every engineer to deliver exceptional software; We design and build the systems, platforms, and experiences that make software development seamless and reliable across the company.

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 aSenior 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.

Technical

Leadership & Architecture 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 AI Tooling & Intelligent Automation Lead adoption of AI-assisted development tools (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 protected, 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 Build and optimize CI/CD pipelines (e.g., Lead incident response, postmortems, and continuous improvement efforts Partner with Product, Platform, and SRE teams to align on long-term technical strategy 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 Experience building internal developer platforms, CLIs (preferably in Go), and productivity tooling 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 Strong technical leadership with the ability to influence across teams and organizational boundaries 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; 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. 234,000 — $275,000 CAD Inclusion is built into how we hire and work—welcoming different backgrounds, perspectives, and experiences so everyone can do their best.

Please review the Privacy Policy for your country of application. #

📌 Senior Staff Software Developer, Developer Productivity & AI Tooling (Toronto)
🏢 Robinhood
📍 Toronto