Senior Deal Desk Specialist

Remote
$35,250 - $119,000Remote

About The Position

Remote is solving modern organizations’ biggest challenge – navigating global employment compliantly with ease. We make it possible for businesses of all sizes to recruit, pay, and manage international teams. With our core values at heart and future focused work culture, our team works tirelessly on ambitious problems, asynchronously, around the world. You can find Remoters working from 6 different continents (Antarctica left to go!) and all of our positions are fully remote. With Innovation as one of the core values, we have built Automation and AI capabilities into the requirements for every role. We encourage every member of the Remote team to bring their talents, experiences and culture to the table to help us build the best-in-class HR platform. If you are energetic, curious, motivated and ambitious, be part of our world. Apply now 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; familiarity with ticketing and knowledge base tools such as Notion and Jira/Atlassian is a plus
  • 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
  • Clear communicator who works effectively across Sales, Finance, and Legal without losing momentum on deals
  • A natural knowledge-sharer who enjoys upskilling others and raising the bar across the team
  • Demonstrates strong automation and AI capabilities
  • Writes and speaks fluent English

Nice To Haves

  • It's not required to have experience working working remotely, but considered a plus

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
  • Deliver enablement sessions for Sales reps on Deal Desk processes, CPQ quoting, and best practices
  • Participate in deal reviews, contributing deal-level insights to Sales leadership discussions
  • Work with Finance and Legal on non-standard contract terms and pricing structures for specific deals
  • Contribute to Deal Desk SOPs and internal documentation, flagging gaps and proposing improvements to the Lead and Senior Manager
  • Support month-end and quarter-end close operations to ensure accurate and timely deal execution

Benefits

  • work from anywhere
  • flexible paid time off
  • flexible working hours (we are async)
  • 16 weeks paid parental leave
  • mental health support services
  • stock options
  • learning budget
  • home office budget & IT equipment
  • budget for local in-person social events or co-working spaces
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