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 depending on work location. Equity This role is eligible to participate in Cloudflare's equity plan. Benefits Cloudflare offers a complete package of benefits and programs to support you and your family. Our benefits programs can help you pay health care expenses, support caregiving, build capital for the future and make life a little easier and fun! The below is a description of our benefits for employees in the United States, and benefits may vary for employees based outside the U.S. Health & Welfare Benefits • Medical/Rx Insurance • Dental Insurance • Vision Insurance • Flexible Spending Accounts • Commuter Spending Accounts • Fertility & Family Forming Benefits • On-demand mental health support and Employee Assistance Program • Global Travel Medical Insurance Financial Benefits • Short and Long Term Disability Insurance • Life & Accident Insurance • 401(k) Retirement Savings Plan • Employee Stock Participation Plan Time Off • Flexible paid time off covering vacation and sick leave • Leave programs, including parental, pregnancy health, medical, and bereavement leave What Makes Cloudflare Special? We’re not just a highly ambitious, large-scale technology company. We’re a highly ambitious, large-scale technology company with a soul. Fundamental to our mission to help build a better Internet is protecting the free and open Internet. Project Galileo: Since 2014, we've equipped more than 2,400 journalism and civil society organizations in 111 countries with powerful tools to defend themselves against attacks that would otherwise censor their work, technology already used by Cloudflare’s enterprise customers--at no cost. Athenian Project: In 2017, we created the Athenian Project to ensure that state and local governments have the highest level of protection and reliability for free, so that their constituents have access to election information and voter registration. Since the project, we've provided services to more than 425 local government election websites in 33 states. 1.1.1.1: We released 1.1.1.1 to help fix the foundation of the Internet by building a faster, more secure and privacy-centric public DNS resolver. This is available publicly for everyone to use - it is the first consumer-focused service Cloudflare has ever released. Here’s the deal - we don’t store client IP addresses never, ever. We will continue to abide by our privacy commitment and ensure that no user data is sold to advertisers or used to target consumers. Sound like something you’d like to be a part of? We’d love to hear from you! Please note that applicants who progress to the offer stage of the interview process may be asked to attend an in-person interview within one of the Cloudflare Offices or Cloudflare Hubs. More details about this will be available at that stage of the interview process. This position may require access to information protected under U.S. export control laws, including the U.S. Export Administration Regulations. Please note that any offer of employment may be conditioned on your authorization to receive software or technology controlled under these U.S. export laws without sponsorship for an export license. Cloudflare is proud to be an equal opportunity employer. We are committed to providing equal employment opportunity for all people and place great value in both diversity and inclusiveness. All qualified applicants will be considered for employment without regard to their, or any other person's, perceived or actual race, color, religion, sex, gender, gender identity, gender expression, sexual orientation, national origin, ancestry, citizenship, age, physical or mental disability, medical condition, family care status, or any other basis protected by law. We are an AA/Veterans/Disabled Employer. Cloudflare provides reasonable accommodations to qualified individuals with disabilities. Please tell us if you require a reasonable accommodation to apply for a job. Examples of reasonable accommodations include, but are not limited to, changing the application process, providing documents in an alternate format, using a sign language interpreter, or using specialized equipment. If you require a reasonable accommodation to apply for a job, please contact us via e-mail at [email protected] or via mail at 101 Townsend St. San Francisco, CA 94107.