Sales Lead, AI Enablement

Factor; New York, Northern (NY, KY); Hybrid; USD 150,000 - 220,000; Full time

Job summary

Factor, a leader in AI-integrated law, is seeking a Sales Lead to build and scale an AI Enablement sales pod. You will spearhead enterprise opportunities, shape GTM motion, and coach early-career sellers while closing strategic deals with senior legal and business stakeholders.

You will design messaging, guide outbound and marketing-led strategies, and craft a repeatable commercial engine for Factor's growth area. The role blends selling with playbook creation and customer impact.

Qualifications

• 6–8+ years of B2B sales or client development experience.
• Strong consultative selling and executive communication skills.
• Experience coaching junior commercial talent and leading teams.

Responsibilities

• Build and lead a small sales pod of early-career sellers.
• Design and execute a modern GTM motion across outreach, events, referrals, ABM campaigns, and marketing-led demand.
• Sell AI Enablement offerings as a repeatable journey for legal transformation, anchored in productized solutions.
• Develop the sales playbook: messaging, outreach, demos, proposals, enablement content, and coaching rhythms.
• Incorporate buyer feedback to improve packaging, positioning, and GTM strategy.
• Own both individual contribution and pod-level outcomes as the team scales.

Skills

Enterprise sales

Account-based selling

CRM discipline

Storytelling

Coaching

Ambiguity adaptation

AI interest

BDR/SDR collaboration

Tools

CRM

Job description

Factor is the leader in AI-integrated law, helping corporate legal departments transform how complex legal work gets done.

We combine legal expertise, process discipline, technology, and business integration to help clients deliver complex transactional work at scale. Our clients include Fortune 500 companies across financial services, pharmaceuticals, technology, and other highly regulated industries.

About the Role

AI is already a board-level priority for legal teams but most are still working out how to turn ambition into real operational change. Factor’s built a suite of AI Enablement offerings to support this need. It’s the fastest-growing segment of our business and on target to double in 2026.

We’re looking for a Sales Lead to help build that market.

You’ll be part enterprise seller, part category builder, and part GTM builder. You’ll lead a small sales pod while directly developing and closing opportunities with senior legal, legal operations, procurement, transformation, and business stakeholders.

This is a player-coach role for someone who wants to do more than inherit a playbook. You’ll help create the playbook: designing a modern GTM motion, shaping the message, testing outbound and marketing-led strategies, coaching early-career sellers, and building a repeatable commercial engine for one of Factor’s most important growth areas

Why is this role is different?

You won’t be stepping into a fully built sales machine. You’ll help create it.

This role is not simply about selling technology. It is about helping legal teams realize the benefits of AI through practical enablement, workflow change, and measurable operational impact.

Responsibilities:

• Build and lead a small sales pod of early-career sellers
• Design and execute a modern, high-velocity GTM motion across targeted outreach, events, referrals, account-based campaigns, executive networks, BDR-style motions, and marketing-led demand
• Sell Factor’s AI Enablement offering as a practical, repeatable journey for legal transformation, anchored in productized solutions including our award-winning Sensemaker Academy
• Build the sales playbook: messaging, outreach, demos, qualification, pitch materials, proposals, enablement content, and coaching rhythms
• Bring buyer feedback back into the business to improve packaging, positioning, product modules, demos, and go-to-market strategy
• Own both individual contribution and pod-level outcomes as the team scales

Criteria:

• 6–8+ years of B2B sales, commercial, or client development experience
• High energy, commercial drive, and a track record of overperformance
• Fluency in modern sales motions, including account-based selling, BDR/SDR collaboration, marketing-led demand, sales technology, CRM discipline, and tech-enabled pipeline management
• Strong consultative selling, executive communication, and storytelling skills
• Experience coaching, motivating, mentoring, or informally leading junior commercial talent
• Comfort building structure in an ambiguous or early-stage sales environment
• Interest in AI, legal transformation, contracting, and emerging technology categories
• Experience selling to legal, legal operations, procurement, compliance, or other enterprise functions is strongly preferred