Cresta

Customer Strategy Director

United States (Remote) · Director

Sponsorship not specifiedDetected 12 days ago

Agentic AISalesCustomer SuccessCadenceLeadershipCommunication

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.
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.

Lead business value discovery, stakeholder alignment, and use-case scoping across complex, multi-stakeholder enterprise accounts
Support pilot and Conversational Assessment design, goal-setting, and executive readouts
Partner with Sales to push deals toward full platform adoption where warranted, expanding beyond initial narrow use cases

Contact center domain expertise, whether from operating inside one or selling into them at enterprise scale
Proven experience leading large, complex enterprise engagements with multiple stakeholders and long sales cycles
Comfort with an IC role and a high-travel cadence

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.

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.
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.

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
Monthly wellness and communication stipend to keep you connected and balanced
We offer a comprehensive and people-first benefits package to support you at work and in life:
Remote work setup budget to help you create a productive home office
In-office meal program and commuter benefits provided for onsite employees

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
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
Help customers see where AI is taking their business, not just what's available today
Guide customers through operational readiness, change management, and deployment planning, including Center of Excellence models and governance structures
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
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
Own positioning and sale of professional services as part of a broader engagement strategy
We offer competitive, location-based pay that reflects the market and what each individual brings to the table.

This listing is sourced directly from Cresta's careers page and normalized into a canonical job model.