Deal Desk Lead

Yoodli AI Roleplays

$155K — $170K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of deal desk experience, preferably in a SaaS or startup environment.
  • Strong understanding of GAAP principles and basic accounting processes.
  • Proficient with CRM, CPQ, and sales process tools, with Hubspot experience as a plus.
  • High organization skills with strong attention to detail and a bias toward action.
  • Excellent communication skills, comfortable navigating cross-functional partnerships.

Responsibilities

  • Own the end-to-end Quote-to-Cash lifecycle, ensuring efficiency and consistency.
  • Drive pricing governance by managing a sales approval matrix.
  • Provide commercial guidance for non-standard sales terms and contracts.
  • Optimize legal and contract handoffs to streamline processes and prevent bottlenecks.
  • Ensure data integrity within the CRM, partnering on validation and quality standards.
  • Standardize deal policies to enhance operational velocity and scalability.
  • Analyze deal desk metrics to deliver actionable insights for smarter pricing decisions.

Benefits

  • Competitive compensation with meaningful equity.
  • Full benefits package including healthcare, dental, vision, and 401k.
  • Flexible PTO policy.
  • Engage in high-impact, mission-driven work with direct customer feedback.
  • Collaborate with a humble, driven, and deeply collaborative team.
Full Job Description
The Role

As Deal Desk Lead, you will be the operational center of gravity for Yoodli's customer deal flow. This is more than just a sales operations role: you will own the process, with the authority to enforce rules and use your judgment to decide when exceptions are warranted. You will partner with Sales, Revenue Operations, Legal and Finance, ensuring the cross functional processes that have meaningful business impact are designed, documented and adhered to.

This is a Hybrid role: 3 days in-office at our Seattle HQ (lunch included) + 2 days remote.
What You'll Do
  • Own the Quote-to-Cash Lifecycle: Partnering with RevOps, architect and oversee the end-to-end deal workflow, optimizing the steps from initial quote generation to invoicing. You'll serve as the process owner, ensuring consistency and efficiency across every customer engagement.
  • Drive Pricing Governance: Develop and manage a sales approval matrix and approval process that balances sales velocity with revenue integrity.
  • Provide Commercial Guidance: Act as the strategic partner to Sales to support sales that require non-standard terms. You'll advise on multi-year contracts, renewal mechanics and contractual provisions, calling out downstream implications.
  • Optimize Legal & Contract Handoffs: ensure sales reps are trained to follow our standard legal processes and understand how to document legal requests.You will streamline the review process, manage contract workflows, and ensure all deal documentation is accurate and compliant, preventing bottlenecks that stall deal closure.
  • Ensure Data Integrity & CRM Hygiene: Champion high-quality data standards within our CRM. You will partner with Revenue Operations to ensure data is captured and validated, ensuring that forecasting, revenue recognition, and renewal management are built on a solid foundation of accurate data.
  • Standardize Policies & Drive Velocity: Develop and enforce clear deal policies that turn ad-hoc processes into scalable revenue operations. You will analyze cycle times to eliminate friction, providing the team with the playbooks needed to accelerate deal velocity and optimize manual processes with automation.
  • Own order fulfillment: you will ensure all contracts pass approval before signatures added and you will own license fulfillment, ensuring features and duration are correct.
  • Actionable Business Intelligence: Serve as the source of truth for deal desk metrics. You will analyze discounting trends, customer profitability, and operational KPIs to deliver actionable insights that drive smarter pricing decisions and higher win rates.
  • Continuous Improvement Analysis: Own the continuous improvement of the deal desk function. Systematically log operational errors, analyze patterns to uncover root causes, and evolve our policies and playbooks to close gaps and ensure long-term scalability.
You Might Be a Fit If You...
  • Have 5-7 years of deal desk experience, preferably in a SaaS or startup environment.
  • Understand core GAAP principles and basic accounting processes.
  • Expertise with CRM, CPQ and related sales process tools. Experience with Hubspot is a plus.
  • Experience with quote to cash systems and are highly organized with strong attention to detail and a bias toward action.
  • Communicate clearly and work comfortably with cross-functional partners.
  • Are excited to roll up your sleeves in a fast-paced, evolving environment and take ownership of your work.

Why Yoodli
  • Competitive compensation ($155,000 - $170,000) + meaningful equity
  • Full benefits: healthcare, dental, vision, 401k, flexible PTO
  • High-impact, mission-driven work with direct customer feedback loops
  • Work with a humble, driven, deeply collaborative team
  • A product you'll use and believe in - every single week

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