Director of Deal Desk

permanent
Fully Remote

Only accepting applications from: United States

  • Own end-to-end pricing and scoping support for the largest enterprise deals, ensuring commercial accuracy and alignment with service offerings and delivery capacity.
  • Review and validate scopes, pricing structures, and deal configurations across the opportunity pipeline.
  • Partner with Account Executives and the broader Solutions team to translate discovery findings and customer requirements into commercially viable proposals.
  • Partner with internal subject matter experts to strengthen scoping and solution quality on complex, high-stakes deals.
  • Champion the use of AI tools to accelerate Deal Desk operations, from automating scope generation and pricing lookups to surfacing insights from historical deal data.
  • Identify where AI can reduce manual effort and increase speed and accuracy across the pricing & scoping workflow, and lead the implementation of improvements.
  • Stay current on AI developments relevant to commercial operations, sales enablement, and proposal automation.
  • Model AI-forward ways of working for the Deal Desk team and the broader Solutions function.
  • Manage and develop a team of Deal Desk Associates, setting clear priorities, quality standards, and turnaround expectations.
  • Act as the escalation point for the team on complex, ambiguous, or high-stakes deals requiring senior judgment.
  • Drive continuous improvement across Deal Desk workflows, tooling, and documentation.
  • Define and track team performance metrics, including deal velocity, pricing accuracy, and SLA adherence.
  • Own Deal Desk reporting, including pricing patterns, deal velocity, win/loss trends, and scope accuracy, and surface insights to the Head of Solutions.
  • Maintain and enforce pricing governance frameworks, ensuring deals are structured within approved parameters and exceptions are handled with appropriate visibility.
  • Build and maintain playbooks, pricing guides, and reference documentation that empower the team and sales partners.

Experience

  • Significant experience in Deal Desk, sales operations/strategy, or a pricing/scoping role within a creative, marketing, or professional services environment.
  • Proven track record managing or leading a team, with the ability to develop talent and maintain high-quality output in a fast-paced environment.
  • Strong commercial acumen — able to structure deals that are competitive for customers and margin-sound for the business.
  • Analytical and data-driven, with the ability to track performance, identify patterns, and make evidence-based recommendations.
  • Fluency with AI tools as they apply to commercial operations, proposal generation, and workflow automation.
  • Highly organized, with the ability to manage multiple concurrent deals and priorities without losing accuracy or responsiveness.
  • Strong communication skills — clear, concise, and credible with both internal stakeholders and, when needed, customers.

Salary and Perks

  • Competitive salary
  • Remote work

About Superside

Superside is an AI-powered extension of your creative team. We help over 450 brands get great design and creative done.

Superside is an AI-powered extension of your creative team. We help over 450 brands get great design and creative done.

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