Principal Software Engineer, Platform Enablement at Shippo

This is a high-impact leadership role for a veteran engineer with 12+ years of experience in platform engineering, SRE, and infrastructure. You are an ideal candidate if you enjoy high-level strategy—defining the "golden paths" for hundreds of developers—but still want to keep your hands in the code, spending about 30% of your time prototyping and building internal tooling. The role offers exceptional flexibility as a remote-first position with a transparent, high-compensation structure (anchored at $250k mid-point). You'll receive a comprehensive benefits package including a 90% company-paid healthcare plan, a home office stipend, and a "take-as-much-as-you-need" vacation policy supplemented by a company-wide winter slowdown. **You might be a good fit if you...** * Have deep expertise in Kubernetes, AWS/GCP, and Infrastructure as Code (Terraform). * Enjoy optimizing cloud costs and building secure-by-default architecture at scale. * Are skilled at building consensus among Staff Engineers and translating complex technical roadmaps for executive leadership. * Prioritize developer experience and want to eliminate systemic toil across a global engineering org.