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. The largest transfer of wealth in human history. If you're ready to be at the epicenter of this historic cultural and financial shift, keep reading.About the team + roleWe 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. the company 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 the company, 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 the company engineers build, test, deploy, and operate software.This role is based in our Toronto office(s), with in-person attendance expected at least3days per week.At the company, 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 doTechnical Leadership & ArchitectureArchitect and build scalable systems that enable fast, reliable delivery of full-stack applications,



with a robust focus on enhancing the overall developer experienceSet technical direction and standards for developer infrastructure across build systems, CI/CD, testing, and local developmentLead design reviews, operational readiness, and post-incident analysis for critical developer platformsLeveraging AI to power the next generation development workflowDeveloper Experience & ProductivityIdentify and eliminate friction across the software development lifecycleBuild and evolve developer tooling including CLIs, configuration systems, and local/remote development environmentsDrive improvements in build systems, test automation, and deployment workflowsChampion best practices in code quality, observability, and operational excellenceAI Tooling & Intelligent AutomationLead adoption of AI-assisted development tools (e.G., Copilot, Claude) across engineering teamsDesign 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 remediationEstablish best practices for safe, secure, and effective use of AI in software developmentCloud, Infrastructure & Platform SystemsDesign and operate services on AWS with strong attention to scalability, cost efficiency, and securityLead Kubernetes-based platform improvements, including developer workflows for containerized environmentsDrive Infrastructure as Code (Terraform) strategy and adoption across environmentsBuild and optimize CI/CD pipelines (e.G., Harness, Jenkins, CircleCI) with a focus on reliability and speedReliability & OperationsOwn non-functional requirements including availability, scalability, latency, and securityEnsure systems are observable through metrics, logs, and alertingLead incident response, postmortems, and continuous improvement effortsReduce operational toil through automation and platform improvementsCross-Functional LeadershipPartner with Product, Platform,



and SRE teams to align on long‐term technical strategyLead large‐scale, cross‐functional initiatives spanning multiple engineering teamsMentor senior engineers and raise the technical bar across the organizationContribute to a strong engineering culture centered on ownership, quality, and continuous improvementWhat you bring10+ years of software engineering experience, including 3+ years operating at Staff or Senior Staff levelDeep expertise in developer infrastructure (CI/CD, build systems, testing frameworks, dev environments, observability)Strong backend engineering skills with proficiency in Go, Python, or TypeScript/JavaScriptProven track record of leading complex, cross‐functional platform initiatives at scaleExceptional system design skills, with a focus on reliability, scalability, and performanceInfrastructure & Platform ExperienceExperience with cloud‐native technologies (Kubernetes, Docker, service discovery, distributed systems)Strong understanding of CI/CD systems (e.G., CircleCI, Jenkins, Harness) and release orchestrationExperience building internal developer platforms, CLIs (preferably in Go), and productivity toolingFamiliarity with Infrastructure as Code (Terraform) and cloud platforms like GCPAI & Emerging ToolingExperience leveraging AI‐assisted development tools in production environmentsInterest or experience in applying AI to developer productivity, incident management, or automationAbility to evaluate and safely integrate AI systems into engineering workflowsLeadership & InfluenceStrong technical leadership with the ability to influence across teams and organizational boundariesExcellent communication skills, with experience driving alignment across engineering and product stakeholdersPassion for developer experience and enabling other engineers to do their best workWhat we offerChallenging, high‐impact work to grow your careerPerformance driven compensation with multipliers for outsized impact, bonus programs, and equity ownershipTop tier benefits to fuel your work, including supplemental health insurance, ancillary insurance, and mental health support programsLifestyle wallet - a highly flexible employer‐paid benefits spending account expenses beyond traditional benefits such as wellness, childcare, learning, and more.Time #J-18808-Ljbffr

📌 Senior Staff Software Developer, Developer Productivity & Ai Tooling (Toronto)
🏢 United States Digital Space
📍 Toronto