Senior Director of Engineering, Billing Platform

We are hiring a Senior Director, Engineering to lead the engineering organization responsible for Cloudflare's billing platform and adjacent quote-to-cash systems.

About the Role

This leader will own the technical strategy, organizational design, execution model, and operational health of the systems that support usage-based billing, subscriptions, invoicing, payments, entitlements, tax, revenue data, customer account lifecycle, and financial reconciliation.

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.

Desirable Skills, Knowledge, and Experience

• 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.

Compensation

• Estimated annual salary of: $273,000 - $341,000 (Seattle/NYC/California based hires)
• Estimated annual salary of: $286,000 - $258,000 (SF/Bay Area based hires)

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
• Short and Long Term Disability Insurance
• Life & Accident Insurance
• 401(k) Retirement Savings Plan
• Employee Stock Participation Plan
• Flexible paid time off covering vacation and sick leave
• Leave programs, including parental, pregnancy health, medical, and bereavement leave