Director, AI Engagements New Remote, United States; UK - Remote

Harbor Labs is a new team within Harbor focused on solving hard AI implementation problems in the legal market. We have strong hypotheses about what works, butwe're rebuilding this like a startup: learning as we go, adjusting direction based on what the market tells us, and staying flexible about how we operate.

We'relooking for a Director of AI Engagements to lead our most important client relationships and set the strategy for how we deploy AI in production. This is a senior role for someone who can sit across the table from a GC or COO, shape the direction of an engagement, and then roll up their sleeves and build alongside the team to deliver it.

This is a leadership role, but not a hands-off one. You'll own the strategy for your engagements and stay close enough to the work to configure systems, pressure-test outputs, and make the calls that determine whether AI actually sticks in a client's day-to-day.

What Makes This Different:

Our edge is combining deep legal domain experience with product sensibility and strong engineering. We understand how legal teams actually work, what change management looks like in risk-averse environments, and how to build software that people will use. We also know the common pitfalls of enterprise software in traditionally low-innovation areas like law, andwe'redeterminedto avoid them.

We focus on hard, novel problems where standard platforms fall short. The work isambiguous,the solutionsaren'tobvious,andthat'sthe point. As a senior leader here, yousetthe bar for how we approach those problems and how we show up with clients.

What You'll Do:

• Own the strategy for your engagements.Shape what success looks like with the client's leadership, define the roadmap, and makethe prioritizationcalls.You'reaccountable for the outcome and the relationship, not just the deliverable.
• Lead at the executive level.Be the trusted partner to GCs, COOs, and heads of legal operations. Translate where AI is heading into a concrete plan they can getbehind, andbring skeptics along.
• Stay hands-on with the work.Configure systems, structure knowledge sources, write and refine prompts, design test cases, andvalidateoutputs against real data. You lead from inside the work, not above it.
• Setdirectionfor delivery.Define how an engagement is scoped, staffed, and sequenced. Work shoulder-to-shoulder with engineers and delivery leads toturnan ambiguous business problem into a production system.
• Design the operating model, not just the workflow.Figure out how AI changes the way a legal teamoperates: the processes, the roles, thegovernance.Redesign how the work gets done, then make the change actually happen.
• Drive architecture and integration decisions.Partner with engineers on how AI fits into client tech stacks: APIs, data flows,securityand compliance requirements. Hold the line on what's production-grade.
• Help build HarborLabs itself.This is a ground-floor leadership opportunity.You'll shape how we sell, how we deliver, who we hire, and where we go next.

What We're Looking For:

• Youoperatelike an owner.You'verun engagements, programs, or a function end-to-end and been accountable for the result. You set direction when thereisn'toneand youdon'twait for permission to fixwhat'sbroken.
• You lead from the front, hands on the work.Seniorityhasn'tpulled you away from the details.You'reas comfortable in a configuration screen or a prompt as you are in a boardroom, and you believe the twocan'tbe separated.
• You'vedeliveredrealchange in how teams work.You understand legal operations, professional services, or a comparable environment, andyou'veredesigned how peopleactually dotheir jobs, not justshippeda tool.
• You'redeeply fluent inAI, butnot captured by hype.You understand how these systems work in production: RAG architectures, agentic workflows, prompt engineering, evaluation methods. You know how to separatesignalfrom noise when every vendor claims to be the next breakthrough.
• You hold current model-provider credentials.Anthropic Academy certifications (AI Fluency: Framework & Foundations, Claude Code,Buildingwith the Claude API, Model Context Protocol) are a strong plus, and current OpenAI Academy coursework counts too. We treat these as a real signal, not a checkbox: they showyou'rebuilding with today's tools, not describingyesterday's.
• You'retechnical-adjacentand unafraid of it.Youdon'tneed to write Python all day, but you can read an API doc, reason about a system architecture, and have a credible conversation with engineers about tradeoffs.
• You command a room at any level.Executive presentations, working sessions with skeptical users, hard conversations about scope and risk. You build trust fast and hold it under pressure.
• You'rerelentlessly practical.You care about what works in production and what changes client behavior, not what sounds impressive in a deck.
• You'recomfortable with ambiguity.Harbor Labs isnewand the market is evolving.You'llsetthe playbook, not follow one.

Nice to Have:

• Senior experience in legal operations, legal technology, or a transformation/innovation function
• Track recordleading client engagements in consulting or professional services
• Experience at a product company (product, solutions, or delivery leadership)
• Hands-on experience with a broad range of AI development tools and LLM APIs

Why Harbor Labs:

We'rea small, senior team working on hard problems with clients who are serious about deploying AI in production. The work is hands-on, the ownership is real, and the leadership you exercise here will directly shape what this team becomes. This is early.You'llhave meaningful input into the strategy, the team, and what Harbor Labs grows into.

About Us:

Harbor is the preeminent provider of expert services across strategy, legal technology, operations, and intelligence. Our globally integrated team of 900+ strategists, technologists, and specialists navigate alongside our clients – leading law firms, corporations, and their law departments – to provide essential resources and invaluable insights. Anchored in a rich heritage of deep knowledge, steadfast relationships, and mutual respect, our unwavering dedication lies in shaping the future of the legal industry and fostering enduring partnerships within our community and ecosystem.

Harbor is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, ethnicity, color, religion, sex, sexual orientation, gender identity, marital status, civil union status, national origin, ancestry, age, parental status, disabled status, veteran status, or any other legally protected classification, in accordance with applicable law.