Principal Software Engineer, Enterprise Integrations

About Us At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network, which gets smarter with every request. As a result, they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company. At Cloudflare, we’re not looking for people who wait for a polished roadmap; we’re looking for the builders who see the cracks in the Internet that everyone else has simply learned to live with. We value candidates who have the instinct to spot a "normalized" problem and the AI-native curiosity to create a solution using the latest tools. Our culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow, while ensuring that every improvement, no matter how small, is shared across the team to lift everyone up. If you’re the type of person who values curiosity over bureaucracy, and that AI is a partner in solving tough problems to keep the Internet moving forward, you’ll fit right in. Available Locations: Austin, TX About the Department Cloudflare's Enterprise Integrations Engineering Team designs, builds, and maintains integrations across the SaaS applications used throughout the organization. We're increasingly applying AI, from agentic workflows to LLM-assisted development and automated diagnostics, to build integrations faster, operate them more reliably, and reduce manual toil across the team. Our mission is to create scalable, reliable, and intelligent systems that ensure data flows securely and efficiently between platforms, and to use AI as a force multiplier for how we design, build, and support that work. Our team is highly collaborative, values continuous learning, and supports each other through shared ownership and open communication. We work closely with both technical and business teams, conduct regular retrospectives, and are actively evolving how AI tooling changes the way we plan, build, test, and troubleshoot integrations. What You’ll Do We’re looking for a Principal Engineer to establish technical direction across Enterprise Applications and help teams turn that direction into reliable, incremental delivery. You’ll design systems, lead complex cross-team initiatives, influence engineering practices, and remain hands-on with implementation where your contribution has the greatest leverage. This role requires navigating ambiguity, adapting technical strategy as conditions change, and building alignment across engineering and business stakeholders. You’ll model responsible AI-assisted engineering, operational excellence, sound judgment, and attention to detail. Responsibilities include: • Establish and communicate technical strategy across multiple teams, translating long-term direction into incremental delivery plans. • Lead complex, cross-functional initiatives from problem definition through architecture, implementation, deployment, and operation. • Influence technical decisions across teams through design reviews, prototypes, standards, mentoring, and hands-on contributions. • Build and extend AI-enabled systems, including agents, evaluation frameworks, MCP servers, and workflow automation. • Determine when AI is appropriate and when deterministic software offers a safer, simpler, or more reliable solution. • Establish practices for evaluating AI systems, including quality, reliability, security, cost, latency, and human oversight. • Improve engineering effectiveness through reusable platforms, operational tooling, automated diagnostics, and development workflows. • Partner with business and technical stakeholders to convert ambiguous problems into clear technical strategies and measurable outcomes. Desirable Skills, Knowledge, and Experience: • Bachelor's degree in Computer Science or related field, or equivalent work experience • 10+ years of professional software engineering experience as a guideline • Proficiency in at least one backend language. • Experience with LLM APIs (Anthropic, OpenAI, etc.) • Experience with AI guardrails/governance best practices • Demonstrated experience delivering AI-enabled systems beyond experimentation. Candidates should be able to explain their individual contribution, evaluation approach, production constraints, failure modes, and measurable outcomes. • Demonstrated experience influencing technical culture and best practices without authority. • Familiarity with integration patterns (pub/sub, API-first, CDM, batch processing) • Experience working with stakeholders to solve business problems through integration or automation solutions • Experience building APIs with proper security and operational practices • Experience with observability tooling (e.g. Grafana, Prometheus, Sentry, Kibana, Splunk or similar) • Working familiarity with containerized/cloud environments (Kubernetes, or equivalent cloud-native experience) • Experience with serverless computing platforms (e.g. AWS Lambda, Google Cloud Functions, Azure Functions, or Cloudflare Workers) • Experience with GitLab or other CI/CD tooling • Willingness to participate in an on-call rotation for roughly one week every two months Bonus Points: • Experience with business financial systems, such as Oracle or NetSuite • Experience with PostgreSQL • Experience with Cloudflare Developer Platform (Workers, Workflows, D1, etc.) • Experience with Go, Python and TypeScript Compensation Compensation may be adjusted de