AI Deployment Strategist

August Law

$100K — $150K *
Legal & Accounting
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 1-3 years in consulting, legal ops, client success, or product roles; background in legal services a plus.
  • Strong understanding of workflow pain points and solutions without deep engineering expertise.
  • Ability to build relationships across diverse levels, from managing partners to analysts.
  • Natural curiosity with a knack for digging deeper in conversations to uncover real issues.
  • Comfortable navigating ambiguous situations and writing new playbooks as needed.
  • Familiarity with workflow automation tools is beneficial but not mandatory.
  • Eagerness to work in-person in a dynamic NYC office environment.

Responsibilities

  • Embed with client teams to conduct structured AI discovery and identify workflow inefficiencies.
  • Engage in one-on-one sessions with legal staff to explore AI applications for their tasks.
  • Facilitate AI training sessions to help teams envision new workflows.
  • Map and automate legal processes, while developing quick proofs-of-concept for showing value.
  • Lead the implementation of AI solutions, from project kickoff to full adoption.
  • Maintain communication with client stakeholders through regular check-ins and reviews.
  • Provide direct product feedback to internal engineering teams based on field insights.

Benefits

  • Opportunity to shape your role and contribute to the company's direction.
  • Competitive base salary with commission and equity ownership.
  • Work with a high-performing team that values speed and clarity.
  • Contribute to pioneering AI solutions tailored for the legal field.
  • Opportunities for career advancement as the company grows rapidly.
  • Collaborative and energetic in-person office in NYC.
  • Access to proprietary data sets enhancing the development of applied AI solutions.
Full Job Description
About the Role

As an AI Deployment Strategist, you will be the person who walks into a law firm and actually changes how it operates. You will embed with clients, earn trust at every level of the organization, identify where AI can replace manual workflows, and own the transformation from discovery through full adoption. This is not a coordination role - you are in the field, running sessions, building solutions, and making things happen.
What you'll do
  • Embed with client organizations and run structured AI discovery across teams and practice groups - mapping workflows, uncovering pain points, and identifying where time is being wasted.
  • Conduct one-on-one sessions with lawyers, paralegals, and legal ops staff to find out what they wish AI could do for them - going deeper than demos to surface the real opportunities.
  • Run generalist AI training sessions across user groups, showing people what's possible and helping them rethink how their work gets done.
  • Map and automate legal workflows - document review, form filling, intake, drafting, redlining, matter management - and build lightweight proofs-of-concept to demonstrate value quickly.
  • Own the go-live for AI solutions within client organizations from kickoff through full adoption, coordinating technical resources on both sides.
  • Serve as the primary point of contact for client stakeholders throughout the engagement, running structured check-ins and business reviews.
  • Translate what you learn in the field directly into product feedback for August's engineering team.
What we're looking for
  • Strong product sense - you understand what makes a workflow painful and what would actually fix it, even without deep engineering knowledge.
  • Business acumen and interpersonal range - you can earn trust with a managing partner and a legal ops analyst in the same afternoon.
  • Natural curiosity - you go deep in conversations, ask unexpected questions, and find the real problem underneath the stated one.
  • Comfort with ambiguity - there is no playbook here; you will be helping write it.
  • 1-3 years of experience in consulting, legal ops, client success, product, or a client-facing role at a tech company. Background in law or legal services is a plus.
  • Familiarity with workflow automation or no-code tools (Zapier, Make, n8n, or similar) is helpful but not required.
  • Excitement about working in person at our NYC office with a team that values precision, pace, and constant reinvention.
Why Join August
  • 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.

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