Cresta

Director of Enterprise AI Success.

USA, United States full-time Mid Salary not listed
full-time Mid level Technology & IT Curated
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About the role

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:

As the Director of Enterprise Customer Success at Cresta, you will lead and develop a high-performing team of AI Success Managers supporting our enterprise customers.

Customer Success at Cresta has evolved beyond a traditional relationship-management model. Our AI Success Managers operate as a hybrid of strategy consultant, AI product expert, and account owner—helping enterprise customers translate AI capabilities into measurable business outcomes, drive adoption, and navigate meaningful workflow and process change.

In this highly visible leadership role, you will build the operating rhythm, coaching culture, and customer strategy that enables your team to deliver exceptional outcomes across a complex enterprise portfolio. You will partner closely with Sales, Product, Engineering, Marketing, and Professional Services to drive retention, expansion, and long-term customer value.

Key Responsibilities:

Lead and Develop AI Success Managers: Hire, coach, and develop a world-class team of Enterprise AI Success Managers. Create the tools, training, and career development needed for the team to excel in a rapidly evolving AI environment.

Drive Strategic Customer Outcomes: Guide your team in building trusted relationships with executive, operational, and technical stakeholders. Ensure customers have clear success frameworks, actionable plans, and measurable paths to value.

Lead at Enterprise Scale: Coach and support AI Success Managers as they manage multiple complex enterprise accounts simultaneously. This requires strong prioritization, operational discipline, resilience, and grit—helping customers navigate competing priorities while continuing to drive adoption, value realization, renewals, and expansion across the portfolio.

Scale AI Adoption and Value Realization: Help the team move customers from AI ideas to real-world impact—driving adoption, usage, workflow change, and measurable performance improvements through Cresta’s platform.

Coach for Product Expertise and Execution: Ensure AI Success Managers develop deep product fluency and the confidence to engage hands-on when needed, including guiding customers on product configuration, prompts, workflows, rules, and new capabilities.

Own Retention and Expansion: Lead the team’s strategy and execution around customer health, renewals, risk mitigation, and expansion. Partner with Sales to identify opportunities to deepen Cresta’s impact across accounts.

Establish Operational Excellence: Define, monitor, and improve key success metrics, including adoption, time-to-value, customer health, Gross Renewal Rate, and Net Dollar Retention. Use data to identify trends, prioritize action, and improve team performance.

Drive Cross-Functional Alignment: Partner closely with Sales, Product, Engineering, Marketing, and Professional Services to ensure a seamless customer experience and accelerate customer outcomes.

Champion the Voice of the Customer: Bring customer insights, challenges, and opportunities into the organization. Partner with Product and Engineering to influence priorities and help shape how Cresta continues to serve enterprise customers.

We’re Looking For Someone Who:

Has experience leading and developing Customer Success, Strategic Account Management, Consulting, or similarly customer-facing teams in a fast-paced SaaS, AI, or technology environment.

Brings a strong track record of driving retention, expansion, adoption, and measurable customer outcomes across enterprise accounts.

Has experience leading teams that manage a high-volume portfolio of complex enterprise customers, with the prioritization, grit, and operational rigor required to deliver meaningful outcomes at scale.

Understands how to coach a team to connect technical capabilities and product usage to real business results—not just feature adoption.

Is comfortable operating in a technical, AI-driven environment and can help their team build fluency in SaaS configuration, data analysis, AI tools, and evolving product capabilities.

Thinks strategically and systematically, with the ability to bring structure to ambiguity and translate insights into action.

Has exceptional executive communication skills and can build trust with customers and internal stakeholders at every level.

Is highly data-driven and able to use performance metrics to identify risks, coach teams, and improve customer outcomes.

Thrives in a high-growth environment where the product, customer needs, and best practices are evolving quickly.

Is willing to travel approximately 25% and work across time zones.

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

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.

Base Salary Range: $180,000–$245,000 + Bonus + Equity

Actual base salaries will be based on candidate-specific factors, including experience, skill set, location, and applicable local minimum-pay requirements. Your recruiter can provide further details. In addition, total compensation includes a comprehensive benefits package for you and your family.

Our use of AI in recruiting: We may use AI tools in our recruiting process, which require human review and oversight. If you have questions about our use of AI or wish to opt out, please contact [email protected] (if you are opting out, please use the subject ‘Opt-Out’ in your email).

Recording & AI transcription: We do not authorize candidates to record or use AI transcription of any interview by phone, notetaker app, AI glasses, or other device. Candidates may request an exception or accommodation for review during the interview process as needed.

Recruiting impersonation scams: 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.

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Data Analysis Excel Remote Collaboration Sales Mid level full-time

Likely questions

  1. Tell us about work you have done that is close to the Director of Enterprise AI Success. role.
  2. How would you approach your first 30 days at Cresta?
  3. Which of Data Analysis, Excel and Remote Collaboration have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Data Analysis, Excel and Remote Collaboration.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Director of Enterprise AI Success. role because I can bring practical experience in Data Analysis, Excel and Remote Collaboration, learn the team quickly, and contribute to the outcomes Cresta needs from this hire.

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