Role Overview
The Head of GTM Enablement will build programs, systems, and AI-powered workflows to help the sales team ramp faster, sell more effectively, and continuously improve. This role combines sales expertise, strategic thinking, and a builder’s mindset to create an AI-native enablement function that scales as the company grows.
What You Will Do
The Head of GTM Enablement will own onboarding and ramp, drive sales effectiveness, build AI-native enablement, develop the sales playbook, enable complex selling, and measure impact.
Why It Might Be a Fit
The ideal candidate has 5+ years of experience in Sales Enablement, Sales Leadership, or Sales Coaching, with a strong understanding of modern B2B sales methodologies and a deep enthusiasm for AI.
Requirements
- 5+ years in Sales Enablement, Sales Leadership, or Sales Coaching
- Strong understanding of modern B2B sales methodologies
- Deep enthusiasm for AI and hands-on experience building AI-powered workflows
- A strategic, analytical mindset with the ability to diagnose performance gaps
- Strong facilitation and coaching skills
- A builder’s mentality and comfort operating hands-on in a fast-moving, early-stage environment
Benefits
- Competitive salary
- Meaningful early equity
- Health insurance (medical, dental, vision)
- 3 weeks of PTO
- 11 paid company holidays
- 3 months of paid family leave
- Wednesdays work from home
- Regular team dinners, events, offsites, and retreats
- 401k plan
- Commuter and lunch stipend
To apply for this job please visit jobs.ashbyhq.com.

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