Head of Sales – Mid-Market (Legal Tech | AI)

We are representing a fast-scaling legal tech company that has built an AI platform solving one of the biggest barriers to AI adoption in enterprise lawintegrating directly with a clients own precedents and workflows rather than relying on generic LLM tools.

Backed by leading venture investors (including top-tier Silicon Valley funds) the company has earned the trust of many prominent international law firms and in-house legal teams. With strong momentum in the U.S. and Europe it is now entering a new growth phase.

The Role

As Head of Sales Mid-Market you will be a founding senior commercial hire focused on the mid-law and in-house legal segments. You will report directly to the executive team and shape the companys next stage of growth.

Key Responsibilities

• Own go-to-market strategy and full sales cycle for the mid-market client segment (law firms and in-house legal departments).
• Build and lead a high-performing sales team as the business scales.
• Define and implement sales processes forecasting compensation models and territory planning.
• Collaborate closely with product marketing and customer success to align market feedback and refine positioning.
• Engage directly with C-level decision-makers negotiating and closing complex SaaS agreements.

Ideal Background

• Proven track record in mid-market or enterprise SaaS sales ideally within legal tech or adjacent B2B technology.
• Experience building and managing a sales team and owning quota from strategy through execution.
• Strong communication and presentation skills; comfortable selling complex high-value technology solutions to senior legal stakeholders.
• Entrepreneurial mindset and ability to thrive in a high-growth early-stage environment.

Why This Opportunity Stands Out

• Unique product advantage: A legal AI platform recognized as far beyond generic LLM tools with measurable adoption across top-tier law firms and corporate legal teams.
• Market credibility: Rapidly growing client base including well-known global firms and Fortune 500 in-house teams.
• Strategic role: Chance to build and lead the mid-market sales function from day one with direct impact on the companys U.S. and global trajectory.
• Strong backing & stability: Major VC investment and proven leadership team give the company financial strength and room to innovate.

If you are an accomplished SaaS sales leader ready to build a sales organization and drive growth in the legal AI space this is an exceptional opportunity.

For a confidential discussion and the full brief please contact:

Vincent Boeckeler -