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Director, Deal Strategy & Execution
Director, Deal Strategy & ExecutionCresta • Madison, WI, US
Director, Deal Strategy & Execution

Director, Deal Strategy & Execution

Cresta • Madison, WI, US
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  • [job_card.full_time]
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Director, Deal Strategy & Execution

Cresta is on a mission to turn every customer conversation into a competitive advantage by unlocking the true potential of the contact center. Our platform combines the best of AI and human intelligence to help contact centers discover customer insights and behavioral best practices, automate conversations and inefficient processes, and empower every team member to work smarter and faster. Born from the prestigious Stanford AI lab, Cresta's co-founder and chairman is Sebastian Thrun, the genius behind Google X, Waymo, Udacity, and more. Our leadership also includes CEO Ping Wu, the co-founder of Google Contact Center AI and Vertex AI platform, and co-founder Tim Shi, an early member of Open AI.

We've assembled a world-class team of AI and ML experts, go-to-market leaders, and top-tier investors including Andreessen Horowitz, Greylock Partners, Sequoia, and former AT&T CEO John Donovan. Our valued customers include brands like Intuit, Cox Communications, Hilton, and Carmax and we've been recognized by Forbes and Bain Consulting as one of the top private AI companies in the world.

Join us on this thrilling journey to revolutionize the workforce with AI. The future of work is here, and it's at Cresta.

About the Role

We're looking for a Director of Deal Strategy & Execution a strategic partner to our Sales and GTM leadership to design, optimize, and scale how Cresta wins complex, high-impact deals.

This isn't a process cop role. It's a CRO-side consigliere role equal parts strategist, operator, and creative problem-solver. You'll shape how Cresta structures, prices, and executes enterprise deals, partnering directly with Sales, Finance, and Legal to make every agreement faster, smarter, and more profitable.

Responsibilities

  • Build and lead the Deal Strategy & Execution function
  • Partner with Sales, Finance, and Legal to design scalable deal frameworks
  • Develop playbooks, approval matrices, and pricing guardrails
  • Optimize quote-to-cash systems via partnership with the Revenue Technology team (Salesforce CPQ, CLM, ERP integrations)
  • Provide deal insights and recommendations to GTM leadership
  • Drive measurable improvements in deal velocity, win rate, and margin
  • Hire, coach, and scale a team of high-performing deal strategists

Qualifications We Value

  • 812 years in Deal Strategy, RevOps, or Commercial Operations (SaaS)
  • Proven success building deal frameworks or functions from 0?1
  • Strong Salesforce CPQ and SaaS deal architecture experience
  • Exceptional cross-functional communication and executive partnership skills
  • Analytical mindset with focus on speed, scalability, and impact
  • Perks & Benefits

    We offer a comprehensive and people-first benefits package to support you at work and in life :

  • Comprehensive medical, dental, and vision coverage with plans to fit you and your family
  • Flexible PTO to take the time you need, when you need it
  • Paid parental leave for all new parents welcoming a new child
  • Retirement savings plan to help you plan for the future
  • Remote work setup budget to help you create a productive home office
  • Monthly wellness and communication stipend to keep you connected and balanced
  • In-office meal program and commuter benefits provided for onsite employees
  • 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.

    Base Salary Range : $200,000$240,000 & Offers Equity

    We have noticed a rise in recruiting impersonations across the industry, where scammers attempt to access candidates' personal and financial information through fake interviews and offers. All Cresta recruiting email communications will always come from the @cresta.ai domain. Any outreach claiming to be from Cresta via other sources should be ignored. If you are uncertain whether you have been contacted by an official Cresta employee, reach out to recruiting@cresta.ai.

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    Strategy Execution • Madison, WI, US

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