Director of Sales - Mid Law

DraftWise is at the forefront of AI in the legal industry, building a secure knowledge platform that helps lawyers at elite law firms draft, negotiate and review contracts faster, and with an edge over their competitors. Our core product unlocks for the first time the years of historic legal contracts that firms have negotiated for their clients. We use the latest in data management, machine learning and language analytics to help lawyers and legal professionals write better, safer contracts. Some reasons to join DraftWise:

• Our core offering has achieved product market fit proven by our partnerships with the industries leading Vault 10, Magic Circle and AMLAW 100 firms.
• Our founding team is composed of former Palantir and Google engineers along with an experienced lawyer from a top global law firm.
• We are backed by Y-Combinator and recently raised our $20M in our Series A backed by Index Ventures
• We are a fully remote company, though offer the option to co-work in our major cities in the US and Europe.
• We are working with the latest generative AI technology and developing practical applications of it for the legal industry
• We are solving problems that matter to lawyers, and our users love us for it!

Location: New York, NY (Hybrid – 3 days in office)
Reports To: Head of Sales

About Us

DraftWise is building an innovative knowledge platform for the legal industry. Our products unlock years of historic legal contracts that firms have negotiated for their clients. We use the latest in Generative ai, machine learning and language analytics to help lawyers and legal professionals draft and review higher quality contracts faster than ever before. This ensures higher quality work product from your firm’s trusted precedent.

Our founding team is composed of former Palantir and Google engineers and an experienced lawyer from a top global law firm. Our highly talented team is designed to focus on building and delivering the best product in the industry, with the engineering, product and customer expertise to fulfill this promise. Our go-to-market teams operate in key markets where our customers are located, mainly NYC, London, and Chicago. Our global culture means we hire only the best from around the world and value people who are respectful of their colleagues, who support each other to achieve our shared goals and who pride themselves on delivering high-quality work.

Summary

We're looking for a high-performing Director of Mid Law Sales to develop our growing Mid-Law customer base. This is a role where you'll drive revenue growth, build key relationships, and manage a growing team of account executives focused on the Mid-Law and in-house counsel segment.

You’ll work closely with Marketing, Product, and Customer Success to identify market opportunities, shape the sales narrative, and ensure our solutions deliver real value to our clients.

Key Responsibilities

• Own and drive the full sales cycle from prospecting to close with mid-sized law firms and In-house legal departments.
• Hire, mentor, and manage a team of Mid Law Account Executives as the team scales.
• Develop and execute strategic sales plans to hit revenue targets and expand market share within the mid-law segment.
• Build strong relationships with key stakeholders including managing partners, Innovations leads, IT, and knowledge management.
• Partner closely with Marketing and RevOps to develop pipeline generation strategies, build out data reporting needs, and develop strategic hiring and growth plans.
• Provide market feedback to Product and Leadership to inform roadmap and pricing strategies.
• Ability to travel at least 25% to industry conferences, in person demonstrations and implementations.

Requirements

• 7+ years of B2B SaaS sales experience selling to the legal profession.
• Proven track record of accurately forecasting and exceeding quota selling to the legal profession
• Experience in a leadership role or demonstrated ability to lead by example and coach others.
• Strong understanding of the legal tech landscape, buyer personas, and firm operations.
• Excellent communication, negotiation, and presentation skills.
• Comfortable working in a fast-paced, evolving startup environment.
• Based in or willing to relocate to New York City.

Bonus Points For

• Experience selling into Innovation, IT, and Corporate teams at law firms
• Existing network of contacts in mid-law firms across the U.S.
• Early stage SaaS experience scaling a sales team

Why Join Draftwise?

• Competitive base + uncapped commission
• Equity in a growing company
• Health, dental, and vision insurance
• Generous PTO and flexible work environment
• Opportunity to shape the future of legal tech

We have plenty of challenges at all levels of the stack, from the nuts and bolts of designing a processing back-end engine, VM infrastructure and NLP all the way up to building beautiful web technology.

If you have the appetite for it, you’ll be able to drive the product direction.

Product: React, Typescript, Redux, Postgres, Java, Elasticsearch