Senior Director of Engineering, Billing Platform

At Cloudflare we are on a mission to help build a better Internet. Today the company runs one of the worlds largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware installing software or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network which gets smarter with every request. As a result they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazines Top Company Cultures list and ranked among the Worlds Most Innovative Companies by Fast Company.

At Cloudflare were not looking for people who wait for a polished roadmap; were looking for the builders who see the cracks in the Internet that everyone else has simply learned to live with. We value candidates who have the instinct to spot a normalized problem and the AI-native curiosity to create a solution using the latest tools. Our culture is built on iteration leveraging AI to ship faster today to make it better tomorrow while ensuring that every improvement no matter how small is shared across the team to lift everyone up. If youre the type of person who values curiosity over bureaucracy and that AI is a partner in solving tough problems to keep the Internet moving forward youll fit right in.

Locations: Austin London Lisbon SF NYC and Seattle

About the Role

Cloudflares billing platform is a critical part of how customers buy adopt and expand across Cloudflares products. It sits at the intersection of product monetization customer experience financial correctness revenue operations and enterprise trust.

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

This is a senior director-level role for someone who has led managers before and can scale a multi-team platform organization where correctness reliability auditability and customer trust are mandatory. The right leader will combine strong engineering judgment manager-of-managers leadership and executive-level partnership across Product Finance Revenue Operations Legal Sales Support and external platform vendors.

What Youll Do

• Own the multi-year engineering strategy investment plan and execution roadmap for Cloudflares 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.

• 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 teams quality bar without weakening ownership or judgment.

Bonus Points

• 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.

Compensation

Compensation may be adjusted depending on work location.

• For Seattle/NYC/California based hires - Estimated annual salary of: $273000 - $341000
• For SF/Bay Area based hires - Estimated annual salary of: $286000 - $258000
• For Lisbon based hires - Estimated annual salary of: 146000 - 183000

Equity

This role is eligible to participate in Cloudflares equity plan.

Benefits

Cloudflare offers a complete package of benefits and programs to support you and your family. Our benefits programs can help you pay health care expenses support caregiving build capital for the future and make life a little easier and fun! The below is a description of our benefits for employees in the United States and benefits may vary for employees based outside the U.S.

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

Were not just a highly ambitious large-scale technology company. Were a highly ambitious large-scale technology company with a soul. Fundamental to our mission to help build a better Internet is protecting the free and open Internet.

Project Galileo: Since 2014 weve equipped more than 2400 journalism and civil society organizations in 111 countries with powerful tools to defend themselves against attacks that would otherwise censor their work technology already used by Cloudflares enterprise customers--at no cost.

Athenian Project: In 2017 we created the Athenian Project to ensure that state and local governments have the highest level of protection and reliability for free so that their constituents have access to election information and voter registration. Since the project weve provided services to more than 425 local government election websites in 33 states.

1.1.1.1: We released 1.1.1.1 to help fix the foundation of the Internet by building a faster more secure and privacy-centric public DNS resolver. This is available publicly for everyone to use - it is the first consumer-focused service Cloudflare has ever released. Heres the deal - we dont store client IP addresses never ever. We will continue to abide by our privacy commitment and ensure that no user data is sold to advertisers or used to target consumers.

Sound like something youd like to be a part of Wed love to hear from you!

Please note that applicants who progress to the offer stage of the interview process may be asked to attend an in-person interview within one of the Cloudflare Offices or Cloudflare Hubs. More details about this will be available at that stage of the interview process.

This position may require access to information protected under U.S. export control laws including the U.S. Export Administration Regulations. Please note that any offer of employment may be conditioned on your authorization to receive software or technology controlled under these U.S. export laws without sponsorship for an export license.

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