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Hayley
Abolafia-Cartwright

Director of Experience

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Hayley serves as the Director of Experience at LeadAI Legal™, where she ensures that every client interaction reflects our mission of helping leaders move from promises to proof. She integrates relationships, coordination, and operational excellence into a unified client experience that supports accountable AI governance and measurable trust.

Working alongside Founder and Managing Partner Bryan Rotella, Hayley leads our experience architecture. Her leadership connects our fiduciary oversight framework to the human experience of clients and partners, ensuring consistency, care, and proof in every engagement.

The Advantage
At the intersection of human connection and intelligent systems, Hayley ensures that each relationship with LeadAI Legal demonstrates foresight, empathy, and precision. Her work bridges executive strategy and modern AI adoption, turning complex initiatives into seamless client experiences that reinforce our position as the first legal specialization dedicated to AI governance.

For clients and partners, Hayley’s approach transforms operations into accountability, providing the clarity and coordination that make our results measurable and trusted.

Leadership
Hayley’s background in communications, talent development, and executive strategy has shaped her as a relationship-centered leader who transforms operations into experiences that prove care and reliability. Known for her strategic warmth and meticulous organization, she ensures that every LeadAI Legal client and collaborator feels understood, prioritized, and inspired.

Hayley is the primary point of contact for scheduling and collaboration across our firm, coordinating meetings with clients, prospective partners, and event organizers. She’s energized by connecting with thought leaders, exploring keynote and conference opportunities, and fostering relationships that expand the reach and impact of LeadAI Legal’s mission.

Expertise

Client Experience Design & Relationship Strategy

Executive Operations & Strategic Coordination

Event Architecture & Thought Leadership Engagement

Auditors examine numbers. Cyber counsel manages breaches. LeadAI Legal proves accountable AI Governance.

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