Diane Romita
@dianeromita
Executive AI operating systems leader who turns ambiguity into production-grade execution.
What I'm looking for
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
Founder & Operator
Agent DR
Jan 2025 - Present (1 year 4 months)
Designed and operates Agent DR™, a Slack-native AI-enabled operating system that orchestrates workflows, dashboards, and executive decision support with human-in-the-loop governance and observability.
Education
Degrees, certifications, and relevant coursework
San Diego State University
Master of Business Administration, Sports Business Management
Earned an MBA with a focus in Sports Business Management.
Smith College
Bachelor of Arts, Philosophy (Minor: Ethics)
Earned a BA in Philosophy with a minor in Ethics.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Website
dianeromita.comPortfolio
agentdr.substack.comSocial media
Job categories
Skills
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