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Cloudflare

Principal Software Engineer (Enterprise Integrations)

Posted Updated
Discussion
  • 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
  • You’ll model responsible AI-assisted engineering, operational excellence, sound judgment, and attention to detail
  • 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

Benefits

  • Competitive pay: We offer a competitive total rewards package, where every employee is an owner of our stock.
  • Take-what-you-need vacation: We encourage employees to find a comfortable work-life balance by taking as many days off as they need while still being able to perform their jobs satisfactorily. (We really mean it!)
  • Paid maternity & paternity leave: Our global parental leave policy allows up to sixteen paid weeks of bonding leave time for all qualifying new parents.
  • Employee benefits: We offer a comprehensive benefits package including healthcare, life insurance, short- and long-term disability, pension plans in accordance with the market practice in our locations.
  • Commuter program: We are flexible about where we work and value connecting at the office. Our commuter benefits program is in place to support team members’ commute to work via public transportation without the extra cost burden.
  • Wellbeing: Global offerings that provide mental health, childcare and family forming support to our employees across our offices.
  • This role requires navigating ambiguity, adapting technical strategy as conditions change, and building alignment across engineering and business stakeholders
  • Working familiarity with containerized/cloud environments (Kubernetes, or equivalent cloud-native experience)
  • Experience with LLM APIs (Anthropic, OpenAI, etc.)
  • Willingness to participate in an on-call rotation for roughly one week every two months
  • Familiarity with integration patterns (pub/sub, API-first, CDM, batch processing)
  • Experience with serverless computing platforms (e.g. AWS Lambda, Google Cloud Functions, Azure Functions, or Cloudflare Workers)
  • Experience with observability tooling (e.g. Grafana, Prometheus, Sentry, Kibana, Splunk or similar)
  • Experience with GitLab or other CI/CD tooling
  • Experience with AI guardrails/governance best practices
  • Experience working with stakeholders to solve business problems through integration or automation solutions
  • 10+ years of professional software engineering experience as a guideline
  • 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
  • Experience building APIs with proper security and operational practices
  • Bachelor’s degree in Computer Science or related field, or equivalent work experience
  • Proficiency in at least one backend language
  • Demonstrated experience influencing technical culture and best practices without authority
  • Experience with business financial systems, such as Oracle or NetSuite
  • Experience with Cloudflare Developer Platform (Workers, Workflows, D1, etc.)
  • Experience with Go, Python and TypeScript
  • Experience with PostgreSQL

Skills

What Principal Software Engineering jobs ask for — and how much of it you have →
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See also

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