Senior Deal Desk Specialist

4w4 weeks ago

Remote

US · Full-time · $35,250 – $119,000

About this role

Remote solves global employment challenges, enabling businesses to manage international teams. As a Senior Deal Desk Specialist, you will own complex, high-value deals end-to-end in a SaaS company. This role is half execution, half strategic, combining CPQ expertise with influence on Sales.

You will build and maintain complex quotes in CPQ, ensuring accuracy and compliance during high-volume periods. You will serve as the primary escalation point for Deal Desk Associates on deal structure and approval questions. Applying commercial judgment on discount approvals, you structure deals in line with company policy and revenue objectives.

You will work in a truly async, flexible environment where ownership and proactivity are valued. You will collaborate cross-functionally with Sales, Finance, and Legal, acting as a trusted advisor on deal structure and contract options. As a natural knowledge-sharer, you will upskill others and raise the bar across the team.

This role offers exposure to strategic deal work including discount governance and deal reviews. You will influence how the Sales organization closes deals, with strong automation and AI capabilities valued. At Remote, you will work asynchronously with a global team and define the future of work.

Requirements

2–4 years of experience in Deal Desk, Sales Operations, or Revenue Operations in an Enterprise SaaS/B2B company
Deep expertise in CPQ quoting — complex quote builds, multi-product configurations, pricing logic, and troubleshooting quoting issues
Strong Salesforce proficiency as a power user — managing cases, accounts, opportunity data, and order records accurately at high volume
Solid understanding of Quote-to-Cash processes, revenue recognition principles, and order management
Proven ability to manage a high-volume Deal Desk queue without compromising quality, especially during End of Month, Quarter, and Year End
Commercially minded, with a track record of balancing Sales velocity with deal integrity across complex and non-standard situations
Trusted by Sales as a go-to advisor — someone who gives clear, confident guidance on deal structure and contract options
Demonstrates strong automation and AI capabilities

Responsibilities

Own complex, non-standard deals end-to-end — multi-product transactions, pricing exceptions, and deals requiring cross-functional input from Finance and Legal
Serve as the primary escalation point for Deal Desk Associates on deal structure, quoting, and approval questions
Apply commercial judgment on discount approvals and pricing exceptions, ensuring deals are structured in line with company policy and revenue objectives
Build and maintain complex quotes in CPQ, ensuring accuracy, completeness, and compliance across high-volume periods
Own and govern the Closed Won process — ensuring order accuracy, data integrity in Salesforce, and adherence to established workflows
Monitor and manage the Deal Desk case queue, maintaining SLA standards and handling a high volume of tickets with speed and precision
Provide clear, confident guidance to Sales as a trusted advisor on deal structure and contract options

Benefits

The opportunity to own complex, high-value deals end-to-end at a fast-growing global SaaS company
A role that is 50% execution, 50% strategic — deep CPQ and commercial expertise combined with real influence on how the Sales organization closes deals
Exposure to strategic deal work — discount governance, deal reviews, and Sales enablement
A truly async, flexible work environment where ownership and proactivity are valued over process for its own sake