Deal Strategy & Operations Manager
CrestaAbout the role
About the Role:
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.
Reporting to Lauren Jungers, Sr. Director of Commercial Strategy & Operations, this role works closely with Sales leadership, Finance, Legal, Security, and RevOps to structure deals that accelerate revenue while protecting Cresta’s long-term business interests.
This is an individual contributor role (no direct people management).
What You’ll Do
Deal Strategy & Execution
- 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
Process & Systems Modernization
- 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
Enablement & Advisory
- 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
What We’re Looking For:
- 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
- Solid understanding of enterprise SaaS contracting concepts (order forms, MSA, DPA, SOW)
- Exceptional communication skills with high emotional intelligence; able to influence without authority
- Comfortable navigating ambiguity and making judgment calls in fast-paced environments
Nice to Haves:
- Salesforce Admin experience or certification
- Legal, contract management, or pricing strategy background
- Prior sales or customer-facing experience
Why Cresta:
- Unicorn with backing from Andreessen Horowitz, Sequoia Capital, and Greylock
- Strong enterprise traction with 20%+ of customers over $1M ARR <
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