You’ll apply on Cloudflare’s own site.
About Us
At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s 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 Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company.
At Cloudflare, we’re not looking for people who wait for a polished roadmap; we’re 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 you’re 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, you’ll fit right in.
About the Deal Desk Team
The Deal Desk team is a critical component of the Finance function, serving as a trusted advisor to critical internal stakeholders as deal architect working on structuring, negotiating, approving and closing large complex commitment deals while balancing margin preservation, compliance, and velocity. We are committed to building a data-centric and AI-augmented Deal Desk that leverages predictive analytics and automated workflows to optimize pricing in real-time and automate routine approvals, allowing for deeper strategic focus.
Available Location: Singapore
Role Summary
As a Deal Desk Manager, you will be the architect of our AI-driven deal desk, transitioning our sales process from manual workflows to an intelligent, automated engine that spans from initial scoping to final execution. By leveraging agentic workflows and automated data layers, the focus shifts to high-judgment architecture for non-standard enterprise deals. The objective is to serve as a high-influence “Sales Co-pilot,” using AI-driven insights to maximize deal velocity and Long-Term Value (LTV) while relentlessly reducing friction through iterative process automation.
What you’ll do
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Orchestrate Strategic Deal Architecture: Lead the structuring and execution of non-standard, high-value enterprise deals, providing high-judgment guidance that balances competitive differentiation with long-term business health. Build creative financial models and custom discount strategies that align customer usage patterns with corporate revenue goals.
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Sales Co-pilot & Strategic Influence: Serve as a strategic partner to Sales leadership, utilizing data driven insights and workflows to maximize deal velocity, improve LTV, and ensure discovery reflects true customer needs. Perform analysis on pricing and deal terms, leveraging AI insights to recommend “next best action” for deal structuring and margin optimization. Drive consensus across internal stakeholders (Legal, Finance, Revenue Recognition, Compliance and Product) to negotiate viable compromises on non-standard commercial, financial, and legal terms while safeguarding corporate margin thresholds and risk tolerance.
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Champion AI, Curate and Tune AI Agents for Automation Integration: Manage the enterprise deal approval ecosystem by tuning automated agents and models to ensure compliance and accuracy at scale. Champion the integration of LLMs and generative AI tools to automate deal desk workflows, significantly reducing deal cycle times. Identify bottlenecks and implement AI-powered productivity solutions.
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Drive Process Iteration: Partner with cross-functional teams (Legal, Finance, Product) to build, streamline, and automate deal desk processes, architecting autonomous approval workflows and focusing on reducing field friction through relentless automation.
Role Specifications & Qualifications
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Minimum 8+ years of Deal Desk, FP&A, Revenue Operations, or similar experience with a proven track record supporting large-scale enterprise sales motions; 3+ years of direct deal desk experience (deal analysis, deal governance and customer negotiation) preferred
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Financial & Sales Acumen: Solid understanding of SaaS metrics, pricing models, and financial concepts like ARR, Gross Margin, churn, and profitability. Experience with revenue recognition principles (e.g., ASC 606) is highly desirable. Experience selling software is a bonus
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Contract & Pricing Knowledge: Experience drafting and interpreting commercial contracts, with a focus on terms that impact revenue recognition and financial risk. Ability to analyze and recommend the best course of action for complex pricing and licensing situations
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Data & AI Literacy: Proficiency in leveraging agentic workflows and prompt engineering to scale influence, extract insights from large datasets, and automate repetitive operational tasks and internal documentation. Ability to understand and audit automated pricing models to ensure alignment with long-term company goals.Relentless focus on iterative automation and translating complex business policies into streamlined, automated logic
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Strategic Influence & Negotiation: Demonstrated ability to navigate complex, internal cross-functional negotiations and make high-judgment decisions in fast-paced environments. Partner directly with Sales Management and Account Executives during external customer negotiations, equipping them with counter-proposal options or directly engaging in client commercial discussions to structure win-win enterprise agreements
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Communication: Serve as the single point of contact between Sales, Finance, Revenue Recognition (ASC 606), Legal, and Product Management on advising deal constructing and managing deal escalation. Skilled in commercial negotiation strategy, advising Sales on customer-facing concessions, and directly engaging in external negotiations with customer procurement/legal teams to drive deal closure. Exceptional written and oral communication skills, capable of explaining complex deal structures and financial data to both technical and executive stakeholders
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Language Preference: Additional proficiency in Mandarin or Japanese would be beneficial for engaging with customers and stakeholders in relevant APJC markets.
What Makes Cloudflare Special?
We’re not just a highly ambitious, large-scale technology company. We’re 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, we’ve equipped more than 2,400 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 Cloudflare’s 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, we’ve 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. Here’s the deal - we don’t 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 you’d like to be a part of? We’d 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.
Cloudflare is proud to be an equal opportunity employer. We are committed to providing equal employment opportunity for all people and place great value in both diversity and inclusiveness. All qualified applicants will be considered for employment without regard to their, or any other person’s, perceived or actual race, color, religion, sex, gender, gender identity, gender expression, sexual orientation, national origin, ancestry, citizenship, age, physical or mental disability, medical condition, family care status, or any other basis protected by law. We are an AA/Veterans/Disabled Employer.
Cloudflare provides reasonable accommodations to qualified individuals with disabilities. Please tell us if you require a reasonable accommodation to apply for a job. Examples of reasonable accommodations include, but are not limited to, changing the application process, providing documents in an alternate format, using a sign language interpreter, or using specialized equipment. If you require a reasonable accommodation to apply for a job, please contact us via e-mail at hr@cloudflare.com or via mail at 101 Townsend St. San Francisco, CA 94107.