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Cresta is seeking a Deal Strategy & Operations Manager to serve as a senior individual contributor and strategic partner on our Commercial Strategy & Operations team. This role owns the strategy and execution of Cresta’s most complex, non-standard enterprise deals, acting as the quarterback from quote to close. This is an individual contributor role (no direct people management).
Job Responsibility:
Partner with US and international Sales teams to architect and execute complex, high-value enterprise transactions
Build creative deal structures, pricing models, and commercial terms that balance speed, risk, margin, and customer experience
Own approval workflows and act as escalation owner from first quote through final signature
Translate deal data, discount trends, and outcomes into actionable insights
Lead win/loss and deal retrospectives to institutionalize learnings and refine deal strategy
Ensure deal structures align with revenue recognition principles and company financial goals
Drive end-to-end improvements across the quote-to-cash lifecycle
Define business requirements and partner with systems teams on Subskribe, CLM, and Salesforce enhancements
Lead UAT and rollout of new deal processes and tooling
Represent Deal Strategy & Operations as a key stakeholder on high-priority cross-functional initiatives
Standardize and document workflows to enable speed and scale
Provide ongoing training to Sales on pricing, deal construction, and quoting with a strong focus on the why behind the strategy
Contribute to and maintain a self-service Deal Strategy Playbook
Requirements:
5+ years of experience in Deal Desk, Deal Strategy, Commercial Operations, Revenue Operations, Legal Ops, or Sales Operations
Proven ownership of complex enterprise SaaS deals from quote to cash
Hands-on experience administering or optimizing CPQ tools (Subskribe preferred)
Strong Salesforce fluency across quoting, approvals, and deal reporting