Senior Director of Engineering, Billing Platform

The role

This leader will own the technical strategy, organizational design, and operational health for Cloudflare's billing platform and quote-to-cash systems. You will lead a distributed organization of engineering managers and technical leaders to support usage-based billing, subscriptions, and financial reconciliation.

What you will do

• Own the multi-year engineering strategy, investment plan, and execution roadmap for the 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 and improving execution predictability.
• Drive platform architecture that improves correctness, scalability, reliability, auditability, and speed of product launch.
• Build systems for usage-based billing, subscriptions, enterprise contracts, invoicing, payments, tax, and customer lifecycle changes.
• Strengthen financial data integrity across billing, payments, revenue recognition, ERP, CRM, and reporting systems.
• Improve reconciliation, observability, alerting, SLOs, incident response, and operational controls.
• Partner with Product, Finance, Revenue Operations, Accounting, Tax, Legal, Sales, and Support.
• Make pragmatic build, buy, and integrate decisions across various platforms.
• Represent billing engineering in executive forums.

Required qualifications

• 15+ years of software engineering experience
• 7+ years leading engineering teams
• 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
• 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

Nice to have

• Experience modernizing or replacing legacy billing, payments, ERP, CRM, tax, entitlement, or revenue systems in a public company or high-growth SaaS business
• Experience supporting enterprise contracts, reseller or partner billing, marketplace billing, multi-currency billing, global taxation, or public-sector billing requirements
• Experience with internet-scale SaaS, developer platforms, cloud infrastructure, security products, or consumption-based monetization
• Experience building platforms that support product-led growth and enterprise sales motions at the same time
• Experience leading financial-systems organizations through scale, transformation, and cross-functional operating model changes
• Experience with financial controls, SOC 2, PCI, privacy, fraud prevention, audit support, or regulated financial workflows
• Experience leading large data migrations or phased platform transformations without interrupting revenue operations or customer billing
• Strong product sense around pricing flexibility, customer transparency, billing explainability, and self-service administration

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

Before you apply

• Applicants who progress to the offer stage may be asked to attend an in-person interview within one of the Cloudflare Offices or Cloudflare Hubs
• Position may require access to information protected under U.S. export control laws
• Offer may be conditioned on authorization to receive software or technology controlled under U.S. export laws without sponsorship for an export license

About the company

Cloudflare runs one of the world’s largest networks that powers millions of websites and other Internet properties. The company is on a mission to help build a better Internet.