Principal Software Engineer - 11686

Coupa provides an AI-powered total spend management platform for businesses. The Principal Software Engineer will lead the architectural evolution of the Coupa Supplier Platform, modernizing its Rails monolith into scalable, highly available services while guiding engineering practices, cloud infrastructure, security, and cross-functional delivery.

Responsibilities:

• Lead the architectural evolution. Traffic is growing, functionality is expanding, robustness matters more than ever. You'll define what changes, in what order, and why
• Set the patterns: API design, microservice boundaries, deployment pipelines, monitoring, reliability. Make them real, not theoretical
• Mentor engineers. Guide decisions. Review architecture and code. Build the kind of team that ships ambitious work
• Join the Architectural Steering Group. Share what you learn with Principal Engineers across Coupa. Import what works elsewhere
• Partner with SRE on cloud-native infrastructure: CI/CD, containers, infrastructure-as-code, multi-cloud capabilities
• Own security, multi-tenancy isolation, data governance, and compliance across all regions
• Work with product, design, and business teams to turn supplier workflows into systems that scale

Requirements:

• 15+ years building B2B SaaS at scale
• You've held leadership and architectural roles where your decisions stuck around
• Real experience evolving legacy systems into microservices—in production, with users depending on uptime
• Deep knowledge of API-driven services, multi-tenant architectures, and B2B integration patterns that handle millions of users
• Solid foundation in modern deployment: CI/CD, Docker/Kubernetes, infrastructure-as-code, working with cloud providers like AWS or GCP
• Comfort across technology stacks (Rails, Golang, Java) and the judgment to pick tools that solve problems, not resume lines
• Track record mentoring teams—providing direction without micromanaging, staying technical without bottlenecking
• Problem-solving skills that balance scale, performance, technical debt, and shipping features
• You know the trade-offs because you've lived them
• Communication skills that work across engineering, product, and business
• You build consensus without watering down hard truths