Senior Software Engineer, Engineering Enablement at Shippo

This role is for a seasoned backend engineer with a "platform" mindset who enjoys improving the developer experience for others. You are likely an expert in Python, Go, or Java and have a proven track record of managing medium-to-large projects and mentoring peers. The ideal candidate isn't just a coder but a systems thinker who wants to solve hidden bottlenecks in CI/CD pipelines, database performance, and service architecture. As a remote-first position based in Canada, this role offers significant flexibility through the "Shippos Everywhere" program. You’ll join the Engineering Enablement Team, which is uniquely positioned to drive technical excellence across the entire Core Connectivity Division. While the salary isn't listed, the role includes equity and global benefits via Remote.com, and you’ll be working with a modern tech stack (AWS, Kubernetes, OpenTelemetry) at a company building the "shipping layer of the internet." **You might be a good fit if you...** * Have deep experience designing scalable APIs and microservices in production environments. * Are passionate about "Enablement" or SRE work—improving CI/CD, monitoring, and system reliability for other developers. * Are proficient with tools like Docker, Terraform, and Kubernetes, or have a strong interest in performance tuning and distributed tracing. * Enjoy collaborating across team boundaries to set technical standards and influence long-term architectural health.