Deal Desk Specialist

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 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

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 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 its commercial offerings—overseeing billing operations, deal desk, revenue systems, and revenue accounting. We work cross-functionally with Technical Revenue, Finance Data, and Revenue Systems teams to support complex commercial arrangements, improve operational efficiency, and maintain financial integrity. About the Role As a Revenue Accounting Manager, you will own revenue accounting processes for consumption and usage-based revenue recognition while helping implement and maintain the systems, data flows, and accounting rules that support accurate financial reporting. You will serve as a key execution partner on onboarding new revenue streams, Fusion Accounting Hub rule updates, translating accounting requirements into expected journal entries, source-to-general-ledger mappings, user acceptance testing, data validation, and controlled operating processes. We’re looking for a hands-on revenue accounting owner who combines strong close discipline with systems and data fluency, independently coordinates cross-functional implementation work, and strengthens the accounting infrastructure supporting OpenAI’s growth. 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 the monthly close for usage-based revenue and payment processor accounting, including journal entries, reconciliations, variance analysis, controls, and supporting documentation. Prepare and review revenue-related journal entries while understanding the underlying transaction lifecycle, accounting methodology, billing arrangements, source data, and expected financial reporting outcomes. Perform reconciliations for key revenue accounts, investigate discrepancies, and drive issues to resolution. Own flux

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