Deal Desk Strategist in San Francisco

About the Team The Strategic Finance team partners across OpenAI to turn company strategy into financial decisions, helping allocate resources and steer the business toward its highest-impact long-term outcomes. Within Strategic Finance, the B2B Product Finance team owns the financial perspective on growth across OpenAI’s B2B portfolio. We connect monetization and customer economics with compute demand, capacity, margin, and resource planning, partnering closely with Product, GTM, Strategic Deal Desk, Compute Finance, Capacity Planning, Data, Accounting, and other Finance teams. About the Role We are hiring a Strategic Finance leader for B2B Product to build the 0→1 financial foundations and decision-making frameworks that will help OpenAI scale its B2B business sustainably. You will own high-impact work across B2B monetization, compute demand modeling, enterprise deal economics, contribution margin, and more. This is a portfolio-wide individual contributor role spanning our API Platform and other B2B products. You will connect customer demand and commercial terms to revenue, compute consumption, and margin outcomes; influence some of our largest enterprise deals; and help leadership make sound growth investment, compute capacity, and resource allocation decisions. This role is based in San Francisco, CA. In this role, you will: Own an integrated view of B2B monetization and product economics across the API Platform and other B2B products – including pricing, packaging, channel and usage mix, discounts, credits, commitments, revenue, and customer profitability Build, maintain, and improve complex driver-based financial models that connect customer usage, product and model mix, pricing, discounting, credits, commitments, and contribution margin Build financial views for B2B compute demand and margin planning; identify risks and opportunities, explain key drivers, and recommend capacity and resourcing decisions that improve portfolio economics Evaluate some of OpenAI’

About the Role OpenAI is seeking a senior individual contributor to help shape and execute some of our most complex and high-impact commercial opportunities. As AI becomes increasingly important to how organizations operate, the ability to translate sophisticated products and commercial structures into clear, compelling customer narratives is a strategic advantage. In this role, you will serve as an embedded strategic partner to AMER account teams, with a particular focus on high-value, complex, and first-of-kind deals. You will work directly with sellers and cross-functional partners to lead the overall deal strategy, structuring, value narrative, negotiations, and business cases that bring business terms to contractual closure. You will also translate insights and patterns from individual deals into practical frameworks, tools, and resources that improve the quality and consistency of deal execution across the field. This role partners closely with Sales, Pricing, Deal Desk, Strategy, Revenue Operations, Finance, Product, and Legal to help OpenAI move quickly, strengthen proposal quality, and navigate complex commercial opportunities effectively. This role will report to the Americas Deal Strategy Leader. In this role, you will: Partner directly with AMER account teams on complex, high-value, and strategic opportunities, from initial deal strategy through customer proposal, negotiation, and deal closure. Develop deal strategies that bring together customer priorities, commercial considerations, competitive positioning, and OpenAI’s broader business objectives. Create executive- and CFO-ready proposals, ROI analyses, value narratives, and business cases for highly complex and/or first-of-kind deals. Support critical customer and executive conversations by presenting recommendations, business cases, and the rationale behind proposed commercial approaches. Build and maintain practical ROI frameworks, calculators, proposal templates, and value narratives that account

About the Team OpenAI’s Finance and Revenue Operations organization builds the commercial infrastructure that enables the business to scale with speed, discipline, and financial integrity. Within Revenue Operations, Deal Desk partners closely with Sales, Partnerships, Product, Engineering, Legal, Technical Revenue, Finance, Billing, Order Management, and GTM Systems to turn complex commercial opportunities into executable, scalable transactions. About the Role We are hiring a Strategic Deals & Commercial Architecture Lead — Marketplaces & Partnerships to own the commercial architecture, execution, and governance layer for marketplace-enabled and partner-led transactions. This senior individual-contributor role is for someone who combines enterprise deal judgment, marketplace fluency, analytical rigor, and a builder mindset. You will take shaped opportunities from intake through approval and launch readiness, translating first-of-kind structures into clear economics, executable terms, quote-to-cash requirements, controls, and operating mechanisms. You will partner closely with teams that own business development and partner relationships; this role does not own partner sourcing, pipeline generation, or sales closing. You will support the commercial requirements for onboarding and integration without owning technical delivery. Success is measured both by the decisions and deals you enable and by the durable policies, systems, and controls you leave behind. This role is based in San Francisco, CA. We use a hybrid work model of three office days per week and offer relocation assistance. In This Role, You Will Lead the commercial architecture and execution of complex marketplace-enabled and partner-led enterprise transactions from intake through approval, contracting, launch readiness, and operational handoff. Structure private offers, pricing, fees, incentives, commitments, revenue share, credits, renewals, amendments, and other non-standard or multi-party terms

About the Team OpenAI’s Finance and Revenue Operations organization builds the commercial infrastructure that enables the business to scale with speed, discipline, and financial integrity. Deal Desk operates as the commercial strategy and governance function at the intersection of Sales, Partnerships, Legal, Technical Revenue, Finance, Order Management, Billing Operations, Product, and GTM Systems. We architect complex enterprise transactions, turn ambiguity into executable decisions, and create the guardrails that let the business move quickly with operational and financial discipline. As OpenAI’s enterprise business grows in scale and complexity, Deal Desk defines how novel commercial motions become durable operating capabilities. We convert precedent-setting deal decisions into repeatable policy, controls, workflows, and systems requirements. About the Role We are hiring a Strategic Deals & Commercial Architecture Lead to lead the structuring and governance of OpenAI’s most complex enterprise transactions. This is a senior individual-contributor leadership role for someone with exceptional enterprise deal judgment, operational rigor, and a builder mindset. You will serve as the commercial architect for high-stakes opportunities, translating ambiguous requirements into coherent deal structures, approval strategies, and executable quote-to-cash plans. Your work will shape more than individual transactions. You will establish decision principles and precedent, clarify tradeoffs, and turn recurring patterns into scalable guidance, controls, systems requirements, and enablement. You will own the commercial decision and governance layer that helps strategic opportunities move decisively while managing downstream risk across contracting, billing, revenue recognition, provisioning, reporting, controls, auditability, and customer experience. The right candidate can move seamlessly between advising on a single high-value transaction and improving the operating model be

About the Team OpenAI Finance helps ensure the organization is set up for success in pursuit of its mission of ensuring that artificial general intelligence benefits all of humanity. Within Finance, the Technical Revenue team partners with Product, Strategic Partnerships, Business Development, Growth, Legal, Deal Desk, GTM, Strategic Finance, Revenue Accounting, and Finance Systems to enable scalable, audit-ready monetization. We advise on commercial and contract design, establish defensible accounting positions under ASC 606, and translate those conclusions into repeatable processes, systems, controls, and reporting. About the Role We’re looking for a Senior Manager of Revenue Accounting to lead revenue strategy and technical accounting for OpenAI’s strategic commercial deals. Reporting to the Head of Technical Revenue, you will serve as the primary revenue advisor for large, bespoke, and non-standard deals outside OpenAI’s standard product and service offerings. Your portfolio may include strategic collaborations, cloud marketplaces, platform and distribution deals, licensing and revenue-share models, joint go-to-market initiatives, research collaborations, and other emerging commercial structures. You will engage early in the deal lifecycle to help shape commercially viable, accounting-compliant, and operationally scalable outcomes. You will establish the accounting posture, identify required contract and product terms, define reporting and control requirements, and ensure that deal economics, billing flows, and revenue recognition remain aligned as the business evolves. This role requires strong technical accounting judgment, commercial fluency, executive communication, and the ability to create clarity and ownership in areas where precedent may not yet exist. This role is based in San Francisco, CA. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: Own technical revenue accounti

About the Team OpenAI Finance helps ensure the organization is set up for success in pursuit of its mission of ensuring that artificial general intelligence benefits all of humanity. Within Finance, the Technical Revenue team partners with Product, Strategic Partnerships, Business Development, Growth, Legal, Deal Desk, GTM, Strategic Finance, Revenue Accounting, and Finance Systems to enable scalable, audit-ready monetization. We advise on commercial and contract design, establish defensible accounting positions under ASC 606, and translate those conclusions into repeatable processes, systems, controls, and reporting. About the Role We’re looking for a Senior Manager of Revenue Recognition to lead revenue strategy and technical accounting for OpenAI’s strategic commercial deals. Reporting to the Head of Technical Revenue, you will serve as the primary revenue advisor for large, bespoke, and non-standard deals outside OpenAI’s standard product and service offerings. Your portfolio may include strategic collaborations, cloud marketplaces, platform and distribution deals, licensing and revenue-share models, joint go-to-market initiatives, research collaborations, and other emerging commercial structures. You will engage early in the deal lifecycle to help shape commercially viable, accounting-compliant, and operationally scalable outcomes. You will establish the accounting posture, identify required contract and product terms, define reporting and control requirements, and ensure that deal economics, billing flows, and revenue recognition remain aligned as the business evolves. This role requires strong technical accounting judgment, commercial fluency, executive communication, and the ability to create clarity and ownership in areas where precedent may not yet exist. This role is based in San Francisco, CA. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: Own technical revenue account

About the Team OpenAI Finance helps ensure the organization is set up for success in pursuit of its mission of ensuring that artificial general intelligence benefits all of humanity. Within Finance, the Revenue Accounting, Technical team partners with Product, Strategic Partnerships, Business Development, Growth, Legal, Deal Desk, GTM, Strategic Finance, Revenue Accounting, and Finance Systems to enable scalable, operationally sound monetization. We advise on commercial and contract design, establish clear accounting positions under ASC 606, and translate those conclusions into repeatable processes, systems, controls, and reporting. About the Role We’re looking for a Manager of Revenue Accounting, Technical to drive the end-to-end technical revenue and operational workstream for OpenAI’s strategic commercial deals—from early structuring and deal-desk review through contracting, launch, and ongoing governance. Reporting to the Head of Revenue Accounting, Technical, you will serve as a key revenue advisor for complex and non-standard strategic deals, translating commercial objectives into revenue models that are economically sound, accounting-compliant, and operationally executable. You will partner with senior team members on the most novel or high-risk matters across strategic collaborations, cloud marketplaces, platform and distribution deals, licensing and revenue-share models, joint go-to-market initiatives, research collaborations, and other emerging commercial structures. You will engage from the earliest stages of a deal to shape economics, pricing, commercial terms, contract language, and product design; define the supporting data, billing, settlement, reporting, systems, controls, and revenue-recognition model; and drive cross-functional readiness through launch. After launch, you will help govern amendments, monitor whether the model is operating as intended, resolve execution issues, and evolve the approach as the partnership or business model changes. Thi

About The Team OpenAI Finance is responsible for ensuring the organization is set up for success in pursuit of its mission. The Technical Accounting team plays a crucial role in helping OpenAI navigate complex, judgmental, and rapidly evolving accounting matters with rigor and clarity. We aim to bring both technical excellence and strong business partnership to some of the most novel accounting questions in the industry. About The Role OpenAI seeks a Director, Technical Accounting, Revenue & Strategic Partnerships to set the technical revenue accounting strategy for the company's largest, most complex, and highest-risk commercial arrangements. This leader will personally assess novel fact patterns, establish and defend the accounting position, and shape deal structures before execution across enterprise contracts, strategic partnerships, API and consumption-based offerings, credits and incentives, revenue share, multi-party arrangements, and emerging product monetization models. This role will be the senior technical accounting partner to Revenue Accounting, Sales, Product, Legal, Tax, Strategic Finance, Business Development, Deal Desk, Billing, Financial Reporting, Internal Controls, and external auditors. The core mandate is technical judgment: independently synthesize the full contractual and economic substance, identify alternatives and second-order implications, resolve ambiguity under ASC 606 and related U.S. GAAP, and communicate a clear recommendation to executives and auditors. Operational know-how is essential to translate conclusions into billing, close, disclosures, systems, and controls, but process ownership is not the center of the role. In This Role, You Will Partner closely with Revenue Accounting, Sales, Product, Legal, Tax, Strategic Finance, Business Development, Deal Desk, Billing, Financial Reporting, and external auditors. Identify non-standard revenue arrangements early and evaluate them under ASC 606. Advise on thoughtful deal structurin

About the Team OpenAI Finance ensures the organization is positioned for long-term success as we pursue our mission. The Revenue team plays a critical role in enabling OpenAI to scale commercial offerings by overseeing billing operations, deal desk, revenue systems, revenue accounting, and controllership. We work cross-functionally with Product, Engineering, Go-To-Market, Tax, Legal, and Technical Accounting to support new monetization strategies, improve operational efficiency, and maintain financial integrity as the business grows. About the Role This senior leader will own key elements of Ads revenue accounting from technical assessment through operational execution. The role will guide accounting for products, pricing, contracts, incentives, credits, refunds, makegoods, international expansion, and new go-to-market motions. It will establish governance and translate approved accounting positions into launch, billing, data, close, reconciliation, and control requirements. Success requires deep technical revenue expertise, strong business partnership, and the ability to build durable 0-to-1 processes in a fast-changing environment. Advertising is a critical and growing monetization vector for OpenAI, and this role will help shape the financial foundations that enable Ads to scale responsibly and transparently. This role is based in San Francisco, CA. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: Lead technical accounting assessments for Ads products and commercial arrangements, including performance obligations, variable consideration, allocation, principal-versus-agent, collectibility, contract modifications, refunds, incentives, credits, makegoods, and revenue presentation. Own and continuously evolve Ads revenue accounting policies and operating guidance as product behavior, pricing, contracting, incentive programs, and billing models change. Establish governance for new pro

About the Team OpenAI Finance helps ensure the organization is set up for success in pursuit of its mission of ensuring that artificial general intelligence benefits all of humanity. Within Finance, the Technical Revenue team partners with Product, Legal, GTM, Strategic Finance, Revenue Accounting, Finance Systems, and the company’s GTM Deal Desk organization to enable scalable, audit-ready monetization. We advise on commercial and contract design, establish defensible accounting positions under ASC 606, and provide clear conclusions and handoffs for downstream execution by Revenue Accounting Operations. About the Role We’re looking for a Senior Manager of Technical Revenue Enablement to lead Revenue Recognition deal advisory for OpenAI’s general B2B commercial activity. Reporting to the Head of Technical Revenue, you will serve as the primary Revenue Recognition counterpart to OpenAI’s Deal Desk organization, partnering with Legal, GTM, Product, Pricing, and Strategic Finance throughout the presignature deal lifecycle. You will own intake and triage, advise on non-standard terms, approve arrangements supported by established policy and precedent, and route novel or strategic matters to the appropriate technical owner. You will build a scalable deal-advisory model by translating ASC 606 into practical contract guardrails, approved language, decision trees, review thresholds, and clear service levels. This role requires deep technical accounting judgment, commercial fluency, strong stakeholder influence, and the ability to make timely, risk-based decisions in a fast-moving environment. This role is based in San Francisco, CA. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: Lead the Revenue Recognition deal-advisory function for general B2B transactions, serving as the primary finance counterpart to OpenAI’s GTM Deal Desk organization. Partner early with GTM Deal Desk, Legal, GTM, Pr

About the Team OpenAI Finance ensures the organization is positioned for long-term success as we pursue our mission. The Order to Cash (OTC) team oversees the end-to-end flow of commercial transactions from order intake and provisioning through billing, collections, credit risk, accounts receivable operations, and cash application. The team focuses on accuracy, compliance, operational discipline, and a high-quality customer experience. About the Role We are hiring for the Senior Credit & Collections role to support OpenAI's global receivables operations, with a focus on white-glove support for premier and strategic accounts across the U.S. and key regional areas of AR work, including standard operating procedures, payment methods, customer portals, disputes, cash application handoffs, escalations, and emerging go-to-market channels. In this role, you will manage complex customer accounts, guide priority AR workstreams, support credit reviews, and partner cross-functionally with Sales, Customer Success, Billing Operations, Deal Desk, Legal, Accounting, Cash Application, Finance Systems, and external partners. You will help improve cash collections, reduce aging, support responsible credit decisions, and maintain a strong customer experience across sensitive, high-value, and operationally complex relationships. This role is based in San Francisco, CA. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In This Role, You Will Manage a portfolio of premier, strategic, and high-touch customer accounts across the U.S. and key regional AR work areas, ensuring timely collections, clear communication, and a white-glove customer experience. Support collections coverage across key regional areas of AR work, including payment follow-up, documentation requirements, portal submission workflows, tax or invoicing considerations, dispute coordination, and escalation management. Support new channel success, including marke

As a Senior Deal Desk Analyst, you will work cross-functionally with our Sales Operations, Billing, Contracts and Legal teams to provide quoting and deal structuring support to the Global Sales Team. This will be a growth position as Datadog’s business continues to expand. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them What You’ll Do: Develop in-depth knowledge of Datadog’s licensing and pricing models to provide deal structuring and quoting support to our global sales teams Be a creative problem solver who finds a way to meet customers’ needs while adhering to Datadog’s selling policies Solve customer satisfaction issues following execution of the deal Actively negotiate deals directly with the customer as needed Work cross functionally across various stakeholder groups including legal, contracts, sales operations, order management, revenue, finance and product management Function as point of contact and subject matter expert for Sales on deal pricing matters Drive adherence to internal controls, protocols and business rules Who You Are: Experienced in 4+ years of Deal Desk experience Confident in deal structuring/quoting complex SaaS transactions for a fast-growing global company Knowledgeable of revenue recognition principles Comfortable representing the company to customers in negotiations and resolving customer satisfaction issues Strong in your attention to detail and communication skills Able to work independently and multi-task in fast paced, high pressure environment Data-driven with strong quantitative skills Analytical with the ability to approach a problem from multiple perspectives Bonus Points: Experience with Salesforce and CPQ Advance level with MS Excel or similar. Datadog values people from all walks of l

About the Team The DeployCo Deal Desk helps turn customer deployment opportunities into clear, executable professional-services engagements. We partner across Deployment, Sales, Legal, Finance, Technical Revenue, and Operations to ensure every deal has a well-defined scope, pricing aligned to approved guardrails, complete approvals, and a clean handoff to delivery. The team sits at the intersection of commercial execution and delivery readiness. We make complex services deals easier to buy—and easier to deliver—while strengthening the templates and workflows that help DeployCo scale. About the Role We are hiring a hands-on Professional Services Commercial Lead to own the end-to-end deal desk workflow for assigned DeployCo professional-services engagements. You will personally draft and revise statements of work (SOWs), validate pricing and deal inputs, coordinate cross-functional reviews and approvals, and ensure commitments are clear, deliverable, and ready to execute. The differentiator in this role is drafting expertise: you have written SOWs, not simply routed them. You can turn technical and delivery inputs into precise scope, deliverables, milestones, assumptions, dependencies, acceptance criteria, fees, and change controls—then keep the deal moving. This is an individual-contributor role for an experienced contract manager, deal desk professional, or professional-services commercial operator who combines strong writing and commercial judgment with disciplined execution. What You’ll Do Own assigned DeployCo deals from intake through approval, signature, and operational handoff. Draft and revise SOWs, work orders, and change orders using approved templates and playbooks; partner with Legal on non-standard contractual terms and redlines. Validate rate cards, fees, hours and resourcing inputs, discounts, margin inputs, billing milestones, and key deal data against approved inputs and guardrails; reconcile the SOW to the quote and route exceptions with a clear rec

About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the Role Sentry's Revenue Operations team is built around three pillars — Analytics, GTM Technology, and Deal Desk — and we're hiring a Revenue Operations Manager who will work across all three. This isn't a role where you sit at the end of the sales process waiting for deals to land in your queue. We want someone who is curious about why deals are structured the way they are, who spots inefficiencies before anyone else does, and who sees our CPQ and Salesforce environment as a system to be improved, not just operated. Roughly half your time will be deal desk ownership while the other half is the broader rev ops surface area — process design, systems and tooling, reporting and insights, and the cross-functional projects that keep sales, finance, and marketing running off the same playbook. Across both, your mandate is the same: reduce friction, automate the routine, and make more of the work self-service for reps. This role is an opportunity to grow into a deep operator and systems thinker. If you're someone who thrives on bringing order to chaos, who gets excited about eliminating the manual step that shouldn't exist in the first place, this is the job. In This Role You Will Own Deal Desk - end-to-end processing of deals — including quote creation, discount review, order form generation, and approval routing — with minimal escalation and fast turnaround. Become an expert in our CPQ system and Salesforce integration– not just as a user, but as a critical voice for what should change. Document pain points, propose solutions, and work alongside our GTM Tech team to drive improvements. Help design and implement self-servi

About the Team The DeployCo Deal Desk helps turn customer deployment opportunities into clear, executable professional-services engagements. We partner across Deployment, Sales, Legal, Finance, Technical Revenue, and Operations to ensure every deal has a well-defined scope, pricing aligned to approved guardrails, complete approvals, and a clean handoff to delivery. The team sits at the intersection of commercial execution and delivery readiness. We make complex services deals easier to buy—and easier to deliver—while strengthening the templates and workflows that help DeployCo scale. About the Role We are hiring a hands-on Professional Services Commercial Lead to own the end-to-end deal desk workflow for assigned DeployCo professional-services engagements. You will personally draft and revise statements of work (SOWs), validate pricing and deal inputs, coordinate cross-functional reviews and approvals, and ensure commitments are clear, deliverable, and ready to execute. The differentiator in this role is drafting expertise: you have written SOWs, not simply routed them. You can turn technical and delivery inputs into precise scope, deliverables, milestones, assumptions, dependencies, acceptance criteria, fees, and change controls—then keep the deal moving. This is an individual-contributor role for an experienced contract manager, deal desk professional, or professional-services commercial operator who combines strong writing and commercial judgment with disciplined execution. In this role, you will: Own assigned DeployCo deals from intake through approval, signature, and operational handoff. Draft and revise SOWs, work orders, and change orders using approved templates and playbooks; partner with Legal on non-standard contractual terms and redlines. Validate rate cards, fees, hours and resourcing inputs, discounts, margin inputs, billing milestones, and key deal data against approved inputs and guardrails; reconcile the SOW to the quote and route exceptions with a