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
OpenSesame is an e-learning company that provides online training courses for businesses and employees. It was founded in 2011, and is headquartered in Portland, Oregon, USA, with a workforce of 201-500 employees. Its website is http://www.OpenSesame.com.
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