Founding Account Executive

Today, legal work is done the way it has been done for a century — manually, by humans, in six-minute increments. Every contract drafted from scratch. Every memo researched line by line. Every matter running through layers of review that someone is paying for at hundreds of dollars an hour.

That is about to change. We believe that in five years, more than 80% of legal work will pass through a model before it ever reaches a human. The implication is not faster lawyers — it is a fundamentally different way that legal services get bought and procured.

Our mission is to make high-quality legal work accessible and affordable for everyone. We are going after the services spend, not the software spend — helping law firms restructure their delivery model around AI, and helping in-house teams do the same. One engine of agents and workflows underneath every matter we touch.

We are a lean, in-person based in New York City, backed by leading investors and growing fast. Every role at August is a chance to remake an industry while the window is open.

We’re looking for a Founding Account Executive who is excited to own our sales motion from the ground up. You’ll work directly with the founders, engage some of the most forward-looking law firms, and help shape how AI is adopted across the legal industry.

You’ll need to be comfortable leading complex sales cycles, deeply understanding customer workflows, and translating technical capabilities into business value. This role is ideal for someone who thrives in a fast-moving environment, loves building new markets, and is energized by high ownership.

• Own the full sales cycle: Prospect, qualify, pitch, negotiate, and close new customers.

• Drive revenue growth: Meet and exceed sales targets across mid-market and enterprise law firms.

• Be the face of August: Represent us at industry events, conferences, and key client meetings.

• Partner with Product: Gather feedback from prospects and customers to inform our product roadmap.

• Refine the Playbook: Build the repeatable sales processes that future AEs will scale.

• Collaborate cross-functionally: Work closely with legal, engineering, and leadership teams to customize solutions and ensure customer success.

• 2–5 years of experience in a closing sales role (SaaS, Legal Tech, or B2B Enterprise preferred).

• Track record of consistently exceeding quota and owning complex, multi-threaded sales.

• Strong consultative sales skills — you can dig into a prospect’s problems, not just pitch features.

• Comfort navigating technical conversations and translating value for non-technical buyers.

• Ability to thrive in ambiguity and adapt quickly as we scale.

• Bonus: Experience selling into legal, professional services, or highly regulated industries.

• Bonus: JD or prior legal industry experience.

• Medical insurance coverage

• Flexible PTO

• Parental Leave

• Centralized office equipment ordering for all employees

• Equinox or Chelsea Piers gym membership

• In-office perks: lunch, dinner, snacks, drinks, and more

• Budget for intra-office travel

• Team-building events

• Relocation support to NYC or SF (as needed)

• Founding Impact: Shape not just your role but the company.

• Uncapped Upside: Competitive base + commission, early equity ownership.

• Top-tier Team: Work alongside people who move fast, think clearly, and care deeply.

• Category-Defining Work: Help build the first true AI agents for the legal profession.

• Fast Growth: Scale your career as we scale the company.

• In-person in NYC: Collaborative, talent dense and high energy environment

• Global Reach: Our clients span 4 continents and use August in multiple languages and jurisdictions

• Frontier of Applied AI: August has access to proprietary data inaccessible to foundation model providers. We build agents to automate all challenging knowledge work.