About this role.
Eightfold AI is seeking a Senior Manager, Deal Desk to lead commercial deal support, partnering with Sales, Finance, Legal, and other teams to structure and approve complex transactions. The role ensures deals align with pricing policies, financial objectives, and compliance standards while enabling efficient deal closure. Responsibilities include deal strategy, cross-functional leadership, process improvement, financial analysis, and team management. The ideal candidate has 8-12+ years of experience in deal desk or related fields and strong business acumen. This is a high-impact role in a fast-growing AI company with a mission to transform employment.
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Job Complexity
4/5Pace & Pressure
4/5Autonomy Level
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Cover letter sample
Dear Hiring Manager,
I am writing to express my interest in the Senior Manager, Deal Desk position at Eightfold. With over 10 years of experience in deal desk and revenue operations, I have a proven track record of structuring complex transactions and driving cross-functional collaboration. I am excited about the opportunity to contribute to Eightfold’s mission of solving employment through AI. My expertise in financial analysis, process improvement, and team leadership aligns well with the requirements of this role. I look forward to the possibility of discussing how I can add value to your team.
Sincerely,
[Your Name]
Sample interview questions
I once structured a multi-year global deal involving multiple product lines. Key considerations included pricing, revenue recognition, risk mitigation, and aligning with legal and finance.
I collaborate with sales to understand customer needs while enforcing pricing guidelines and using financial models to ensure margin targets.
I managed a team of 4, focusing on mentorship, SLAs, and process automation to improve turnaround time by 30%.
I assess business risk, consult with legal and finance, and propose alternative structures that meet customer needs without compromising company policy.
Key metrics include approval cycle time, discount depth, deal velocity, exception rate, and revenue impact.
Eightfold was founded with a vision to solve for employment in our society. For decades, the connection between individuals and opportunities has been based on who they are and the strength of their network, rather than their potential. Eightfold leverages artificial intelligence to transform how organizations think about skills and capabilities — and how individuals make career decisions.To date, Eightfold AI has received more than $410 million in funding and a valuation of over $2B from leading investors, all in service of our mission: finding the right career for everyone in the world. If you are passionate about solving one of the most fundamental challenges of our society — employment — and want to be part of an ambitious growth story, Eightfold is the place to be.Our customers: https://eightfold.ai/customers/customer-stories/Press: https://eightfold.ai/about/press/The RoleThe Senior Manager, Deal Desk leads the commercial deal support function, partnering closely with Sales, Finance, Legal, Revenue Operations, Pricing, and Customer Success to structure, review, and approve complex commercial transactions. This role is responsible for ensuring deals align with company pricing policies, financial objectives, compliance requirements, and revenue recognition standards while enabling the sales organization to close business efficiently.The ideal candidate combines strong business acumen, analytical thinking, operational excellence, and cross-functional leadership to optimize deal execution, improve commercial governance, and drive scalable processes that support business growth.Key ResponsibilitiesDeal Strategy & Execution• Lead the review, structuring, and approval of complex commercial opportunities, including enterprise, strategic, multi-year, and global deals.• Partner with Sales to develop creative deal structures that balance customer needs with company profitability and risk management.• Evaluate pricing, discounting, payment terms, contract structures, and commercial exceptions.• Ensure transactions comply with company policies, approval frameworks, and financial objectives.Cross-Functional Leadership• Serve as the primary liaison between Sales, Finance, Legal, Revenue Operations, Pricing, Tax, and other stakeholders throughout the deal lifecycle.• Facilitate alignment among cross-functional teams to accelerate deal approvals and remove bottlenecks.• Provide commercial guidance on non-standard contract terms and business scenarios.Process Improvement & Governance• Develop and maintain scalable deal desk processes, approval workflows, and governance frameworks.• Identify opportunities to improve operational efficiency, automation, and turnaround times.• Drive standardization of pricing guidelines, approval matrices, and commercial policies.• Monitor adherence to internal controls and compliance requirements.Financial & Commercial Analysis• Assess deal profitability, margin impact, revenue implications, and commercial risk.• Perform financial modeling and scenario analysis for strategic opportunities.• Partner with Finance to support forecasting and pipeline analysis.Team Leadership• Lead, mentor, and develop Deal Desk professionals.• Establish performance metrics, service-level agreements (SLAs), and operational KPIs.• Foster a customer-focused, collaborative, and high-performance culture.Reporting & Analytics• Track key metrics such as approval cycle times, discount trends, win rates, deal velocity, exception frequency, and revenue impact.• Develop executive dashboards and provide insights to senior leadership.• Recommend policy or process changes based on business trends and analytics.QualificationsRequired• Bachelor’s degree in Business, Finance, Accounting, Economics, or a related field.• 8–12+ years of experience in Deal Desk, Revenue Operations, Sales Operations, Finance, Pricing, or Commercial Operations.• 3–5+ years of people management experience.• Strong understanding of enterprise SaaS or technology sales processes.• Experience supporting complex commercial transactions and contract negotiations.• Strong analytical, financial modeling, and business partnering skills.• Excellent communication, stakeholder management, and influencing abilities.Preferred• MBA or advanced business degree.• Experience working in a high-growth SaaS or technology company.• Knowledge of revenue recognition principles (ASC 606/IFRS 15).• Familiarity with CPQ platforms and CRM systems.Technical Skills• Salesforce CRM• CPQ platforms (Salesforce CPQ, DealHub, Conga, or similar)• Microsoft Excel (advanced)• Tableau, Power BI, or similar analytics tools• ERP systems (NetSuite, Oracle, SAP, or similar)Core Competencies• Commercial acumen• Strategic thinking• Financial analysis• Negotiation support• Process optimization• Executive communication• Cross-functional collaboration• Leadership and coaching• Decision-making under ambiguity• Change management• Project managementSuccess Measures• Reduced deal approval turnaround time• Improved deal cycle efficiency• Increased policy compliance• Improved forecast accuracy• Healthy discount governance• Increased sales productivity• High stakeholder satisfaction• Successful execution of strategic commercial initiativesWhat We BelieveWe are a team of self-starters who excel in their fields. We believe in giving you responsibility, not just a task. We want you to have ownership and pride in your work and see its positive impact on your colleagues, our customers, and the world. We are committed to providing transparency and support so you can do the best work of your career.Hybrid Work @ Eightfold: We embrace a hybrid work model that aims to boost collaboration, enhance our culture, and drive innovation through a blend of remote and in-person work. We are committed to creating a dynamic and flexible work environment that nurtures the collaborative spirit of our team.Eightfold.ai provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, or disability.Experience our comprehensive benefits with family medical, vision and dental coverage, a competitive base salary, and eligibility for equity awards and discretionary bonuses.
Annual salary information is not provided for this position. Explore salary ranges for similar roles in our Salary Directory ›
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