Deal Strategy & Operations Manager

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 unlocks the true potential of the customer experience, turning every conversation into a competitive advantage. Cresta’s unified AI platform combines conversational AI agents, real-time human agent augmentation, and comprehensive conversation intelligence to drive revenue and efficiency gains across every channel. The world’s leading companies, including United Airlines, Cox Communications, and Marriott, use Cresta to power world-class customer experiences every day.

Born from the Stanford AI Lab, Cresta has raised more than $270 million from the world’s leading investors, including a16z, Greylock, and Sequoia. Cresta’s leadership includes some of the leading minds in AI today. Our CEO, Ping Wu , founded and led Google's Contact Center AI and Vertex AI platforms before joining Cresta to build the future of AI-driven customer experiences.

Over the next few years, AI is going to redefine how people all over the world interact with businesses every day. Come build that future at Cresta.

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

• 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
• 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
• 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
• 2x+ year-over-year growth and record-breaking quarters
• Opportunity to operate at the center of commercial strategy and enterprise execution
• Competitive compensation, equity, and comprehensive benefits
• We offer Cresta employees a variety of medical, dental, and vision plans, designed to fit you and your family’s needs
• Paid parental leave to support you and your family
• Monthly Health & Wellness allowance
• Work from home office stipend to help you succeed in a remote environment
• Lunch reimbursement for in-office employees
• PTO: Flexible

Compensation at Cresta:

Cresta’s approach to compensation is simple: recognize impact, reward excellence, and invest in our people. We offer competitive, location-based pay that reflects the market and what each individual brings to the table.

The posted base salary range represents what we expect to pay for this role in a given location. Final offers are shaped by factors like experience, skills, education, and geography. In addition to base pay, total compensation includes equity and a comprehensive benefits package for you and your family.

Salary Range: $140,000–$175,000 base + Offers Equity