Sr. Manager, Deal Desk

Note: By applying to this position your application is automatically submitted to the following locations: Crystal City, VA What We’re Looking For: We are seeking a highly analytical and commercially minded Senior Manager, Deal Desk to support strategic deal structuring, pricing, and financial evaluation across new product offerings and contract renewals. This role sits at the intersection of Finance, Sales, Partnerships, Product, and Marketing, and is responsible for developing robust financial models that inform pricing strategy, margin optimization, and long‑term value creation. The ideal candidate brings a strong background in valuation, investment banking, or transaction advisory, with deep expertise in financial modeling and a proven ability to translate complex analyses into actionable business insights. Responsibilities Include, But Are Not Limited To: Lead financial evaluation of complex deals, including enterprise contracts, multi‑year agreements, and business model strategy Build and maintain advanced financial models to assess profitability, cash flow, and ROI for new product launches and contract renewals Partner with Sales and Partnerships to structure deals that balance customer value with company margin and growth objectives Evaluate pricing scenarios, discounting strategies, and contract terms to optimize revenue and long‑term value New Product Financial Strategy Develop business cases for new product offerings, including market sizing, unit economics, and breakeven analysis Collaborate with Marketing and Product teams to assess financial viability and pricing frameworks for new solutions Support go‑to‑market strategy with data‑driven insights on monetization and bundling approaches Contract Renewal & Expansion Modeling Analyze renewal cohorts and customer lifetime value to inform renewal pricing and upsell strategies Build predictive models to evaluate churn risk, expansion opportunities, and long‑term contract value Support negotiations by providing scenario analyses and financial recommendations for renewal terms Cross‑Functional Partnership Act as a strategic advisor to Sales, Partnerships, Marketing, and Product during deal negotiations Establish scalable deal desk processes, approval frameworks, and pricing governance Ensure alignment between financial models, contract terms, and revenue recognition considerations Performance Tracking & Insights Monitor deal performance vs. modeled expectations and refine assumptions accordingly Deliver insights on pricing effectiveness, margin trends, and deal cycle efficiency Contribute to ongoing optimization of pricing strategy and commercial policies Things That Should Be In Your Background: Bachelor’s degree in Finance, Economics, Accounting, or related field; MBA or CFA preferred 6–10+ years of experience in investment banking, valuation, transaction advisory, or strategic finance Advanced financial modeling skills (e.g., 3‑statement modeling, DCF, scenario/sensitivity analysis) Experience supporting complex deal negotiations or working in a Deal Desk / Pricing / Revenue Operations environment Strong understanding of SaaS or subscription‑based business models (preferred) Exceptional analytical, communication, and stakeholder management skills We will prioritize those who live in the Washington‑Baltimore metropolitan area and who are available to come into our Headquarters in Arlington, VA two to three days a week. Benefits & Culture We offer comprehensive benefits (unique per country) and excellent work/life balance. Full‑time, U.S. benefits include: Medical, dental, and vision coverage Life insurance, disability, and 401(k) employer match Free snacks and drinks in‑office Generous paid holidays and leave policies, including unlimited PTO Additional time off benefits include: volunteer days, parental leave, and a company‑wide winter break Equal Opportunity Employer (EEO) Statement 2U is an equal opportunity employer that does not discriminate against applicants or employees and ensures equal employment opportunity for all persons regardless of their race, creed, color, religion, sex, sexual orientation, gender identity, pregnancy, national origin, age, marital status, disability, citizenship, military or veterans’ status, or any other classifications protected by applicable federal, state or local laws. 2U’s equal opportunity policy applies to all terms and conditions of employment, including but not limited to recruiting, hiring, training, promotion, job benefits and pay. 2U is committed to providing reasonable accommodations during our recruitment process. If you need assistance or accommodations, please reach out to us at: View email address on click.appcast.io. #J-18808-Ljbffr 3 Media Web Solutions, Inc