Director of Deal Desk

Superside is hiring a Director of Deal Desk to lead the commercial engine behind enterprise pricing, scoping, and proposal structuring. Sitting within the Solutions function, you’ll oversee the end-to-end Deal Desk operation, ensuring deals are commercially sound, operationally realistic, and built to scale.

This is a player-coach role leading a team of Deal Desk Associates while directly supporting high-value and complex opportunities. You’ll partner closely with Sales, Solutions, Finance, and Operations to improve deal quality, speed, and consistency through strong processes and AI-powered automation.

What you'll do:

- Own pricing and scoping support for complex enterprise deals, ensuring commercial accuracy and delivery alignment.

- Review and approve deal structures, pricing models, and scopes across the pipeline.

- Partner with Account Executives and Solutions teams to turn customer requirements into scalable proposals.

- Collaborate with subject matter experts to strengthen solution quality on strategic deals.

- Lead and develop the Deal Desk team, setting clear priorities, standards, and turnaround expectations.

- Act as the escalation point for complex or high-risk commercial situations.

- Improve Deal Desk workflows, documentation, and tooling to increase speed and consistency.

- Define and track operational metrics such as deal velocity, pricing accuracy, and SLA performance.

- Drive AI adoption across pricing and scoping workflows, identifying opportunities for automation and efficiency.

- Maintain pricing governance frameworks and ensure exception handling follows clear approval processes.

- Build and maintain pricing guides, playbooks, and reference materials for internal teams.

- Deliver reporting and insights on pricing trends, deal performance, and commercial operations.

What you'll need to succeed:

• Significant experience in Deal Desk, pricing, sales operations, or commercial strategy roles.

• Experience leading and developing high-performing operational or commercial teams.

• Strong commercial acumen with experience structuring profitable, scalable deals.

• Ability to balance customer needs, delivery realities, and business margins.

• Analytical mindset with experience using data to improve workflows and decision-making.

• Experience working in creative, marketing, SaaS, or professional services environments.

• Strong interest in AI tools and workflow automation within commercial operations.

• Excellent organizational skills with the ability to manage multiple complex deals simultaneously.

• Clear and confident communication skills with senior cross-functional stakeholders.

• Ability to operate effectively in fast-paced, high-growth environments.