Sr. Manager, Deal Desk

2U•Crystal City, TX

2h•Hybrid

About The Position

At 2U, we are all in on purpose. We are motivated by our mission – to make learning limitless– and connected by our shared passion to deliver world-class higher education at scale. As the parent company of edX, a leading online learning platform, 2U powers thousands of higher education offerings – from free courses to full degrees. Together with our college, university, and corporate partners, we are helping accelerate careers and transform lives. 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.

Requirements

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

Nice To Haves

MBA or CFA preferred
Strong understanding of SaaS or subscription-based business models

Responsibilities

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
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
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
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
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