August
AI Deployment Strategist
NewJunior
New York City22h ago
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 an 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 motion. Run deals from cold to close across our entire customer base — law firms and in-house legal teams alike.
Build the playbook. Discovery scripts, demo flow, objection library, pricing posture, deal stages — none of this exists yet. You build it, document it, and refine it as you sell.
Sell outcomes, not tools. Structure deals as fixed-fee engagements, not seat-based subscriptions. Help buyers reframe how they procure legal work.
Partner with product and engineering. Every lost deal becomes a product input. Every won deal becomes a workflow we encode. You are the connective tissue.
Represent August in the field. Practice-specific conferences are now our primary pipeline source. Show up, speak, write, and become the August face the market recognizes.
Use AI to outperform. Operate with the full stack — Clay, Apollo, Bird Dog, intent tools, custom AI agents. We do not hire AEs who sell the old way at a company that sells the new way.
3–6 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
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 (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.
August
August