Head of GTM Enablement

The Role

We’re looking for a Head of GTM Enablement to build the programs, systems, and AI-powered workflows that help our sales team ramp faster, sell more effectively, and continuously improve.

This isn’t a traditional enablement role focused on training sessions and content management. You’ll combine sales expertise, strategic thinking, and a builder’s mindset to create an AI-native enablement function that scales as we grow.

You’ll work closely with Sales leadership, Product, and Engineering to turn what our best sellers do into repeatable processes and build a team that gets better with every customer interaction.

What You’ll Do

• Own onboarding and ramp: Build scalable onboarding programs, certifications, and learning experiences that get new reps productive quickly.

• Drive sales effectiveness: Identify skill gaps through performance data and real customer conversations, and deliver targeted coaching on discovery, qualification, value selling, competitive positioning, and deal execution.

• Build AI-native enablement: Use AI agents, skills, and automations to deliver personalized coaching, call analysis, meeting preparation, and just-in-time guidance directly into seller workflows.

• Develop our sales playbook: Partner with Sales leadership to define and continuously improve our sales methodology, processes, messaging, and best practices across high-velocity and strategic sales.

• Enable complex selling: Equip sellers to navigate technical evaluations, POCs, executive conversations, and multi-stakeholder deals with greater independence.

• Measure impact: Own enablement effectiveness through ramp time, conversion rates, win rates, and seller productivity, continuously improving programs based on results.

What You’ll Bring

• 5+ years in Sales Enablement, Sales Leadership, or Sales Coaching, ideally at a high-growth B2B SaaS company.

• Strong understanding of modern B2B sales methodologies, with experience improving sales execution and performance.

• Deep enthusiasm for AI and hands-on experience building AI-powered workflows, agents, or automations. You see AI as a way to fundamentally rethink enablement, not just create content faster.

• A strategic, analytical mindset with the ability to diagnose performance gaps and translate insights into effective coaching and systems.

• Strong facilitation and coaching skills, with credibility among experienced sellers and sales leaders.

• A builder’s mentality and comfort operating hands-on in a fast-moving, early-stage environment.

Benefits & Perks

• Competitive salary

• Meaningful early equity

• Health insurance (medical, dental, vision)

• 3 weeks of PTO

• 3 months of paid family leave

• Wednesdays work from home

• Regular team dinners, events, offsites, and retreats

• 401k plan

• Other perks include: commuter and lunch stipend