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Customer Strategy Director

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Remote from
USA
Salary
Undisclosed
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
13 Nov 2026
Listing views
55
Application actions
3
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AI Summary

The role, at a glance.

Cresta is hiring a senior individual-contributor Customer Strategy Director to guide large enterprise customers through AI-driven contact center transformation. The role combines executive advisory work, value discovery, use-case scoping, change-management planning, and professional-services positioning. It partners closely with Sales, Customer Success, Professional Services, Product, and Marketing to advance complex platform deals and customer outcomes. Candidates need deep AI-agent and contact-center expertise, strong technical and commercial judgment, executive storytelling ability, and comfort traveling to customer sites one to two days per week.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a highly senior, customer-facing role requiring credible strategic leadership with C-suite stakeholders across complex enterprise AI transformations. Success depends on independently navigating technical, operational, commercial, and change-management challenges while supporting long sales cycles and frequent travel.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$220,000
US market range (per year)$180k–$280k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. No numeric employer salary was disclosed. For a US-based senior customer strategy and enterprise AI advisory director role, the estimated annual base-pay market range is $180,000–$280,000 USD, with an estimated midpoint of $220,000 USD; this is an AI estimate and excludes variable compensation and equity. The annual cadence is inferred from the full-time senior US role and the posting's reference to base salary and variable target compensation.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you lead an executive vision session with a contact-center leader who is interested in AI but concerned about risk and disruption?

I would begin by understanding the business outcomes, operating constraints, and sources of AI anxiety rather than starting with product capabilities. I would frame a practical future-state vision tied to measurable customer, revenue, and efficiency outcomes, then map a phased path covering priority use cases, governance, integration considerations, pilot success criteria, and change management. The session should leave stakeholders with a clear decision framework and ownership of the value narrative.

Describe how you would build a business case for a conversational AI deployment across a complex enterprise account.

I would jointly define baseline metrics such as conversion, handle time, containment, quality, retention, and cost-to-serve with the customer. I would prioritize high-value use cases, quantify benefits and implementation requirements transparently, and test assumptions with operational and finance stakeholders. The result would be a customer-owned model linked to pilot goals, executive reporting, and a scalable adoption roadmap.

What factors would you assess when advising a customer on readiness for AI agents in their contact center?

I would assess use-case clarity, data quality, knowledge management, system integrations, workflow maturity, compliance requirements, escalation design, measurement practices, and leadership sponsorship. I would also evaluate frontline adoption readiness and the governance model needed for monitoring model behavior, risk, and continuous improvement. This creates a realistic deployment sequence instead of treating AI as a standalone technology purchase.

How do you balance strategic customer advocacy with the commercial objective of expanding platform adoption?

I focus on earning trust through honest diagnosis and recommendations grounded in the customer’s operating reality. When broader platform adoption is appropriate, I connect it directly to the customer’s stated outcomes, dependencies, and value realization plan rather than pushing features. That approach strengthens credibility while helping the account team pursue a larger, more durable engagement.

How would you communicate technical AI limitations to a C-suite audience without undermining confidence in the solution?

I would explain limitations in business terms: where human oversight is needed, which workflows are appropriate for automation, what controls reduce risk, and how performance will be measured. I would be direct about tradeoffs while presenting a phased operating model that delivers value safely. Executives generally gain confidence when the strategy is ambitious but the governance and accountability are concrete.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this 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:

This is a senior individual contributor role on Cresta’s Customer Strategy team, a small, high-impact group that operates at the intersection of AI strategy, contact center transformation, and enterprise sales. We show up as operators, not software vendors. Our job is to turn AI anxiety into AI confidence for the enterprises ready to lead the next era of customer experience.

You’ll engage at the C-suite and executive level with Cresta’s largest and most strategic accounts, acting as a trusted advisor who can make the value of AI concrete and stay accountable to real, measurable outcomes. You’ll partner closely with Sales, Professional Services, and Customer Success, and serve as a thought leader both in customer engagements and internally across product, marketing, and GTM.

East or Central US strongly preferred. This role involves regular customer travel (1-2 days/week) and the majority of Cresta’s largest strategic accounts are concentrated in the Eastern time zone.

What You’ll Do:

Vision & Thought Leadership

  • Open strategic enterprise engagements with executive-level vision sessions, not pure product pitches, establishing Cresta’s point of view on how AI will reshape contact center operations
  • Help customers see where AI is taking their business, not just what’s available today
  • Represent Cresta at external events as a credible voice in AI and CX transformation

Strategic Customer Engagement

  • Lead business value discovery, stakeholder alignment, and use-case scoping across complex, multi-stakeholder enterprise accounts
  • Guide customers through operational readiness, change management, and deployment planning, including Center of Excellence models and governance structures
  • Support pilot and Conversational Assessment design, goal-setting, and executive readouts
  • Facilitate business case development as a collaborative exercise with the customer, rather than a Cresta-owned spreadsheet, so customers internalize and own the value story

Scope & Deal Strategy

  • Partner with Sales to push deals toward full platform adoption where warranted, expanding beyond initial narrow use cases
  • Advise on pricing strategy and business models for non-standard deal structures
  • Own positioning and sale of professional services as part of a broader engagement strategy

Internal Contribution

  • Serve as voice of the customer for Product, Marketing, and Partner teams
  • Build repeatable playbooks, frameworks, and executive assets that scale the team’s approach across the Enterprise segment
  • Help Cresta stay ahead of AI trends and their implications for customers and our own GTM

What We’re Looking For:

  • Deep credibility in AI agents: you understand the technology, its current limitations, and the competitive landscape well enough to advise customers making real transformation decisions
  • Contact center domain expertise, whether from operating inside one or selling into them at enterprise scale
  • Exceptional executive presence and storytelling ability; you can hold a C-suite room, make complex AI strategy legible, and leave customers with conviction, not just information
  • A visionary orientation; customers are anxious about AI and overwhelmed with options, you’re the person who gives them clarity and a path forward
  • Strong product and technical fluency; PM background is a strong signal, you need to engage credibly on integration tradeoffs, deployment architecture, and model behavior without necessarily being an engineer
  • Proven experience leading large, complex enterprise engagements with multiple stakeholders and long sales cycles
  • Comfort with an IC role and a high-travel cadence; this is not a team management position, the leverage comes from depth of customer engagement

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.

The 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.

This role is variable target compensation eligible. There is potential to exceed target earnings when goals are surpassed.

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 recruiting@cresta.ai (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.

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