The Impact of a Principal Software Engineer at Coupa:
We're looking for someone who's rebuilt a production system while it was running. CSP (Coupa Supplier Platform) serves millions of supplier companies—it's where they find work, receive orders, issue invoices, and get paid. The platform started as a Rails monolith. It works, but it needs to evolve. More traffic, more features, multi-cloud deployment, higher availability requirements.
You'll report to the VP of Engineering. CSP operates as a nimble team outside the larger engineering org, moving fast and pioneering approaches that demonstrate what's possible. You'll work with Ruby on Rails, Golang, Java—and introduce whatever else the architecture needs.
What You’ll Do
- 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.
What You Will Bring to Coupa
- 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.
Coupa Chicago, Illinois, USA Office


350 N. Orleans St, Chicago, IL, United States, 60654
Similar Jobs at Coupa
What you need to know about the Chicago Tech Scene
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory



