Senior Deal Desk Specialist

Posted 2 weeks ago

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About the role

  • Senior Deal Desk Specialist at Remote managing and owning complex high-value deals. Collaborating across teams to ensure deal integrity and achieve revenue objectives in a flexible, async work environment.

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

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

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

Job title

Job type

Full Time

Experience level

Senior

Salary

$35,250 - $119,000 per year

Degree requirement

Bachelor's Degree

Location requirements

RemoteCanada

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