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 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