Enterprise Deal Strategy Lead - Remote + Equity

Cresta; Northern (KY); Hybrid; USD 140,000 - 175,000; Full time

Benefits offered by this job

Competitive compensation

Equity

Comprehensive benefits

Work from home stipend

Lunch reimbursement

Job summary

Cresta is seeking a Deal Strategy & Operations Manager to be a senior contributor on our Commercial Strategy & Operations team. You will own strategy and execution of complex enterprise deals, acting as the quarterback from quote to close, reporting to a Sr. Director.

Join a team focused on accelerating revenue while protecting long-term business interests. This role collaborates with Sales, Finance, Legal, Security, and RevOps to structure deals, terms, and workflows.

Qualifications

• 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.
• 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.

Responsibilities

• 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.
• Drive end-to-end improvements across the quote-to-cash lifecycle.

Skills

Deal Desk

Deal Strategy

Commercial Operations

Revenue Operations

Legal Ops

Sales Operations

Tools

Salesforce

Job description

Cresta is seeking a Deal Strategy & Operations Manager to be a senior contributor on our Commercial Strategy & Operations team. You will own strategy and execution of complex enterprise deals, acting as the quarterback from quote to close, reporting to a Sr. Director.

Join a team focused on accelerating revenue while protecting long-term business interests. This role collaborates with Sales, Finance, Legal, Security, and RevOps to structure deals, terms, and workflows.