Deal Desk Analyst

OpenSesame is transforming workforce development with an AI-powered marketplace of over 50,000 skill-building courses. The Deal Desk Analyst is responsible for accelerating deal velocity while protecting margin, ensuring policy compliance, and improving forecast accuracy.

Responsibilities

• Become fully operational and independently support standard new business, expansion, and renewal deals
• Validate pricing, discounts, approvals, and required documentation within defined SLAs
• Route and track approvals accurately, maintaining complete and audit-ready CRM and CPQ records
• Build strong working relationships with Sales, Partners, Finance, and Customer Success
• Handle increased deal volume independently without becoming a bottleneck
• Enforce pricing and approval guardrails consistently across deal types
• Identify deal risks earlier to reduce last-minute escalations
• Track deal cycle times, exceptions, and execution bottlenecks
• Partner cross-functionally to structure deals that protect margin and accelerate close
• Proactively identify top issues causing friction in the sales process and present proposed solutions that will drive efficiency and speed to close
• Maintain consistent deal turnaround times with minimal oversight
• Reduce manual effort through standardization, automation, and AI-assisted validation
• Provide clean exception and bottleneck data to inform process and system improvements
• Support adoption of new workflows, tools, and AI automation enhancements
• Maintain high data accuracy to support billing, forecasting, and audits
• Build process documentation to outline existing process and train Sellers on best practices; includes continued enablement regarding policy changes and new tools or automation enhancements

Skills

• Proven examples from your career that show you can do this job
• Experience in building systems, driving alignment, and creating impact at scale
• Self-starters with a track record of follow-through, curiosity, and results
• Motivated to learn and comfortable with experimentation
• Excited about how technology can make sales more human

Benefits

• ISOs
• Health insurance
• 401(k) matching
• Paid time off

Company Overview