Director, AI Engagements
RemoteUnited Kingdom or United States
Job Summary
Own the strategy for client engagements by shaping success metrics with GCs and COOs, defining roadmaps, and making prioritization calls. Lead at the executive level as a trusted partner to legal leaders, translating AI capabilities into concrete plans while engaging skeptics. Stay hands-on by configuring systems, structuring knowledge sources, writing prompts, and validating outputs against real data. Set direction for delivery by scoping, staffing, and sequencing engagements while working shoulder-to-shoulder with engineers to turn ambiguous problems into production systems. Design the operating model to redefine how legal teams operate, including processes, roles, and governance. Drive architecture and integration decisions on APIs, data flows, and security requirements to ensure production-grade standards. Help build Harbor Labs by shaping sales, delivery, hiring, and future direction.
Required Qualifications
- You've run engagements, programs, or a function end-to-end and been accountable for the result
- You set direction when there isn't one and you don't wait for permission to fix what's broken
- You lead from the front, hands on the work
- You're as comfortable in a configuration screen or a prompt as you are in a boardroom
- You've delivered real change in how teams work
- You understand legal operations, professional services, or a comparable environment
- You've redesigned how people actually do their jobs
- You're deeply fluent in AI
- You understand how these systems work in production: RAG architectures, agentic workflows, prompt engineering, evaluation methods
- You know how to separate signal from noise when every vendor claims to be the next breakthrough
- You hold current model-provider credentials
- You're technical-adjacent and unafraid of it
- You can read an API doc
- You can reason about a system architecture
- You can have a credible conversation with engineers about tradeoffs
- You command a room at any level
- You build trust fast and hold it under pressure
- You're relentlessly practical
- You care about what works in production and what changes client behavior
- You're comfortable with ambiguity
- You'll set the playbook, not follow one
Desired Qualifications
- Senior experience in legal operations, legal technology, or a transformation/innovation function
- Track record leading 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
- Anthropic Academy certifications (AI Fluency: Framework & Foundations, Claude Code, Building with the Claude API, Model Context Protocol)
- Current OpenAI Academy coursework
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