Director, Billing Platform Engineering & Strategy

Cloudflare

Austin (TX)

On-site

USD 273,000 - 341,000

Full time

14 days+

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Benefits offered by this job

Equity plan

Health & Welfare Benefits

401(k) Retirement Savings Plan

Flexible paid time off

Job summary

Cloudflare in Austin, TX seeks a Senior Director of Engineering to lead the Billing platform and quote-to-cash systems. This leader will own technical strategy, org design, execution model, and operational health for usage-based billing, subscriptions, invoicing, payments, entitlements, tax, revenue data, customer lifecycle, and financial reconciliation.

The role requires 15+ years in software, 7+ years leading teams, and strong executive partnering with Product, Finance, Legal, Sales.

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.

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.