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Senior Director of Engineering, Billing Platform

Cloudflare· Engineering
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Hybrid (Austin, TX; London; Lisbon; San Francisco; New York City; Seattle), Hybrid (Austin, TX)$273k - $341kFull-timePosted 2mo ago

About the role

Senior Director of Engineering responsible for Cloudflare's billing platform and adjacent quote-to-cash systems, owning technical strategy, organizational design, execution, and operational health across usage-based billing, subscriptions, invoicing, payments, and related financial systems.

Responsibilities

  • Own the multi-year engineering strategy, investment plan, and execution roadmap for Cloudflare's billing platform and quote-to-cash integrations.
  • Lead and develop a distributed organization of engineering managers, senior technical leaders, and product engineering teams.
  • Build the next layer of leadership by coaching managers, strengthening technical leadership, and improving planning, accountability, and execution predictability.
  • Drive platform architecture that improves correctness, scalability, reliability, auditability, and speed of product launch.
  • Build systems that support usage-based billing, subscriptions, enterprise contracts, self-serve purchasing, partner and reseller motions, invoicing, payments, credits, refunds, adjustments, entitlements, tax, and customer lifecycle changes.
  • Strengthen financial data integrity across billing, payments, revenue recognition, ERP, CRM, data warehouse, tax, and reporting systems.
  • Improve reconciliation, observability, alerting, SLOs, incident response, and operational controls for billing-critical services.
  • Partner with Product, Finance, Revenue Operations, Accounting, Tax, Legal, Sales, and Support to turn ambiguous business requirements into durable engineering systems.
  • Make pragmatic build, buy, and integrate decisions across billing, payment processing, tax, ERP, CRM, entitlement, and revenue platforms.
  • Represent billing engineering in executive forums with clear tradeoffs, delivery status, risks, and investment recommendations.

Qualifications

  • 15+ years of software engineering experience, including 7+ years leading engineering teams and 3+ years directly managing engineering managers.
  • Experience leading billing, payments, fintech, financial platforms, commerce platforms, quote-to-cash systems, or other systems where correctness and auditability are mandatory.
  • Strong technical judgment in distributed systems, SaaS platforms, service-oriented architectures, APIs, data pipelines, and cloud-native infrastructure.
  • Proven ability to define and execute a multi-year platform strategy across multiple teams, business functions, and executive stakeholders.
  • Experience with usage-based billing, subscription billing, metering, invoicing, payments, credits, refunds, disputes, taxation, entitlement management, revenue data, or reconciliation.
  • Familiarity with platforms such as Stripe or other payment processors, Salesforce or other CRM systems, ERP systems, tax engines, revenue recognition systems, data warehouses, and BI/reporting tools.
  • Track record improving operational excellence for critical systems through SLOs, observability, incident response, change control, migrations, reconciliation, and customer-impact reduction.
  • Ability to translate complex technical, financial, and organizational tradeoffs into clear decisions for executive, finance, product, and engineering audiences.
  • Experience recruiting, coaching, and retaining strong engineering managers and senior technical leaders.
  • High standards for engineering quality, accountability, documentation, customer empathy, and cross-functional follow-through.
  • Practical AI fluency: uses AI tools to accelerate engineering work, improve operating leverage, and raise the team's quality bar without weakening ownership or judgment.

Skills

Required:Engineering leadershipPlatform strategyDistributed systemsBilling/Payments domain knowledgeExecutive communication

Benefits

  • 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
Last updated Sep 2, 2026. Interested? Apply on the company site.

About Cloudflare

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