Head of Sales Enablement

Wordsmith AI • New York, NY

2d • Onsite

About The Position

Wordsmith is building the legal operations platform for in-house teams, and we are growing fast. We believe in-house legal is becoming one of the most important functions in the AI era. Every business is moving faster, but legal work is still too often scattered across inboxes, chats, documents, and disconnected systems. Wordsmith brings that work into one system. Requests come in from across the business, AI agents handle the routine, lawyers stay in control where judgment matters, and every step is captured as work happens. We are built for in-house legal, not law firms. Our goal is to help legal teams move faster, reduce unnecessary external counsel spend, and become a function the business can run with. More than 500 companies, including Financial Times, Safelite, Trip.com, Canva, Starling, and Sage, use Wordsmith. Backed by $100M from Index Ventures, General Catalyst, Highland Europe, and others, we are building one of the defining companies in legal AI.

We’re hiring a Head of Sales Enablement to build and lead our global enablement function from the ground up. This is a rare opportunity to shape a critical function at an important stage of growth. As our first enablement leader, you’ll set the strategy, build the programs, and create the infrastructure that helps our revenue organisation perform at a higher level as we scale. You’ll work closely with Pre-Sales Legal Engineering, Product Marketing, Product, Engineering, and Revenue Leadership, but you’ll own the enablement vision and execution. This is not a traditional methodology-first enablement role. We’re looking for a product-oriented leader who can help our AEs build real credibility with General Counsel, Chief Legal Officers, Legal Ops, and other sophisticated buyers. You’ll help the team stay sharp on product, confident in demos and trials, and ready to keep pace with a platform that evolves quickly.

Requirements

• Experience building a sales enablement function or program from scratch in a fast-growing company, with a strong track record of creating practical, high-impact programs
• Experience managing and developing enablement talent, alongside the ability to operate as a hands-on player-coach when needed
• Strong product instincts, confidence running polished and outcome-oriented demos, and the ability to help sellers build credibility with sophisticated buyers
• A data-informed, highly collaborative approach, with the judgment to work effectively across Product, Engineering, Marketing, and Sales
• Clear communication, high ownership, and a bias toward action in fast-moving environments

Responsibilities

• Build and lead the global sales enablement function, creating the strategy, programs, and operating rhythm that help the revenue team perform at a high level
• Design onboarding, ramp, and certification programs for AEs across Enterprise, Mid-Market, and SMB, with clear milestones and measurable outcomes
• Act as the bridge between Product, Engineering, and Sales, turning new product releases into practical guidance that helps sellers stay credible and effective with buyers
• Raise the quality of demos, trials, and competitive conversations by building the right playbooks, coaching, and content in partnership with Pre-Sales Legal Engineering and Product Marketing
• Establish a scalable coaching infrastructure, track the metrics that matter, and coach and grow the enablement team over time

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed