Director, GTM Enablement — Remote AI-Driven Training

Access | Information Management; Peabody (MA); On-site; USD 160,000 - 230,000; Full time

Benefits offered by this job

Fully remote

Equipment provided

Medical, dental, vision insurance

Life & disability insurance

401(k) match

Paid time off

Training and growth opportunities

Job summary

Access is seeking a Director of GTM Enablement to lead the development of training, content, and tools across sales, retention, and client-facing teams. This hands-on leader will own onboarding, solution-selling methodology, playbooks, and the enablement tech stack, ensuring the program feels modern and genuinely useful rather than a compliance exercise.

The role emphasizes using AI and automation to tailor training to how different audiences learn, covering inside and field sales, BDRs,

Qualifications

• Bachelor's degree or equivalent practical experience.
• 5+ years of quota-carrying sales experience or similar revenue-generating roles.
• Experience in enablement, training, or coaching across sales and client-facing teams.
• Working knowledge of solution selling methodologies.
• Hands-on with AI/automation to build training content and enablement workflows.
• Proven ability to create engaging training that changes behavior.
• Comfort working cross-functionally in a matrixed organization.

Responsibilities

• Design and run enablement programs spanning onboarding and ongoing skill development.
• Create engaging training content using scenarios, role-plays, microlearning, and interactive formats.
• Leverage AI/automation to modernize enablement content and delivery.
• Own and optimize the enablement tech stack and tools.
• Partner with sales, retention, and CSM leadership to close knowledge gaps.
• Develop playbooks, battle cards, and objection-handling guides.
• Support new product launches with training, messaging, and readiness plans.
• Track metrics to prove ROI and adjust programs based on data.

Skills

Solution selling

Enablement

AI automation

Cross-functional collaboration

Sales coaching

Education

Bachelor's degree or equivalent

Tools

Salesforce

Zoom/Chorus

LMS/content platform

Job description

Access is seeking a Director of GTM Enablement to lead the development of training, content, and tools across sales, retention, and client-facing teams. This hands-on leader will own onboarding, solution-selling methodology, playbooks, and the enablement tech stack, ensuring the program feels modern and genuinely useful rather than a compliance exercise.

The role emphasizes using AI and automation to tailor training to how different audiences learn, covering inside and field sales, BDRs,