Director, AI Sales Strategy & Enablement

Cox Enterprises; Burlington (VT); Hybrid; USD 135,000 - 225,000; Full time

Benefits offered by this job

Vacation with pay

Paid holidays

Wellness time

Job summary

Cox Automotive is seeking a Sales Strategy & Enablement Director to drive the AI vision and roadmap for the Sales and SBO organizations. This individual will serve as the AI ambassador, guiding teams on AI solutions and integration with core sales tools, while coordinating across governance and transformation initiatives.

The role emphasizes strategic planning, change management, and executive communication, with an emphasis on delivering measurable improvements in seller experience and sales

Qualifications

• Bachelor's degree with 10+ years of strategy, transformation or senior operations.
• At least 1 year designing or advising on AI solutions with demonstrated ability to evaluate AI use cases.
• Ability to develop multi-year visions and translate them into actionable roadmaps with milestones.
• Hands-on expertise with enterprise AI and agentic technologies (Claude, Copilot, M365).
• Strategic partner to senior sales leadership in technology and transformation.
• Experience leading enterprise transformation in a matrix organization (Prosci/ADKAR).
• Strong evaluation of emerging technologies for strategic fit and impact.
• Knowledge of AI governance, data privacy, security; responsible AI principles.
• Excellent executive communication; leadership materials creation.
• Experience developing investment roadmaps and business cases.
• Strong analytical skills and ability to define metrics.
• Comfort with ambiguity and iterative frameworks.
• Fluent in MS Office, especially PowerPoint, Excel, Word.

Responsibilities

• Drive the CAI Sales and SBO AI vision and roadmap forward through the delivery system.
• Serve as the AI Ambassador for the Sales and SBO organizations in enterprise AI governance networks.
• Advise teams on AI solutions and integration with Salesforce, CPQ, and sales enablement tools.
• Lead organizational readiness for new AI capabilities with evaluation criteria and sequencing.
• Communicate transformation narratives to sales leadership and field organization.
• Capture seller feedback to inform roadmap decisions and priorities.
• Define success criteria and transformation measurement frameworks for ROI and seller experience.
• Drive tool rationalization and consolidation across the sales tool stack.
• Create investment roadmaps and impact analyses for AI initiatives.
• Ensure alignment with enterprise AI policy and governance decisions.
• Partner with SBO BPDI team for handoffs and implementation readiness.
• Support governance frameworks and citizen development standards.

Skills

Executive communication

AI governance

Strategic roadmaps

Change management

Stakeholder alignment

Data analysis

MS Office

Agile / phase-gate

Sales tech know-how

Industry knowledge

Education

Bachelor's degree

MBA or PhD (preferred)

Tools

Claude

Copilot M365

Salesforce

CPQ

Conversational AI

Job description

Cox Automotive is seeking a Sales Strategy & Enablement Director to drive the AI vision and roadmap for the Sales and SBO organizations. This individual will serve as the AI ambassador, guiding teams on AI solutions and integration with core sales tools, while coordinating across governance and transformation initiatives.

The role emphasizes strategic planning, change management, and executive communication, with an emphasis on delivering measurable improvements in seller experience and sales