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Director, Sales Enablement & AI Transformation

North Bethesda, MD💼 Full-time💰 $185,000–$198,000🗓 2026-09-09 → 2026-09-26

Core

Lead the strategic transformation of the global sales organization by integrating AI into daily workflows while owning end-to-end sales enablement strategy and execution.

Role type

Director, Sales Enablement & AI Transformation (hands-on IC with small team leadership)

Builds

AI-empowered sales workflows, dynamic sales playbooks, and enablement programs for Account Executives, SDRs, and Account Managers

Domain

B2B tech-enabled marketplace / Industrial technology

Deliverable

production ML models | product features | dashboards & analysis

Required skills

Sales enablement strategy, AI tool adoption (Generative AI, predictive analytics), playbook development, cross-functional alignment, change management, data-driven process improvement

Preferred skills

Experience in high-growth B2B environments, familiarity with AI sales tools (Claude, Gong, Clay, Apollo), hands-on content creation

Technologies

Claude, ChatGPT, Gong/Chorus, Clay, Apollo, AI CRM features

Responsibilities

Design and deliver onboarding and continuous learning programs; build and maintain sales playbooks and deal execution frameworks; define and execute AI integration strategy for the sales org; re-architect rep daily routines to reduce administrative burden; lead a small enablement team while remaining hands-on; establish metrics to quantify enablement ROI

Seniority

Director, strategic leadership with hands-on execution

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