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Diane Romita

@dianeromita

Executive AI operating systems leader who turns ambiguity into production-grade execution.

United States
Message

What I'm looking for

I’m looking to lead the build and operating model for an AI-enabled enterprise system—governed, observable, and measurable. I want a cross-functional team where I can operationalize durable execution and scale decisions, not just ship features.

I’m an executive leader with 30+ years building and scaling enterprise systems, operational infrastructure, and cross-functional execution across SaaS, telecom, AI enablement, and high-growth environments. I simplify complexity, scale possibility, and build systems that run — especially when the work spans technology, organizational structure, and real business constraints.

My specialty is aligning Product, Engineering, Finance, Operations, and GTM teams around durable operating models that move organizations from fragmented workflows to production-grade execution. I treat AI as an operating model decision — not a feature — operationalizing governance, escalation logic, observability, and accountability so teams can execute safely and consistently.

Currently, I’m building and operating Agent DR™ — a Slack-native AI-enabled operating system designed for orchestration, governance, observability, human-in-the-loop execution, and measurable business outcomes. It’s not a demo; it’s a real operating environment actively used to manage workflows, decisions, dashboards, and execution, backed by my Real Intelligence™ framework for practical AI adoption and organizational execution.

My focus is practical AI adoption: systems, governance, execution, and measurable business outcomes over hype.

Experience

Work history, roles, and key accomplishments

Education

Degrees, certifications, and relevant coursework

San Diego State University logoSU

San Diego State University

Master of Business Administration, Sports Business Management

Earned an MBA with a focus in Sports Business Management.

Smith College logoSC

Smith College

Bachelor of Arts, Philosophy (Minor: Ethics)

Earned a BA in Philosophy with a minor in Ethics.

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