Introduction & Background

James Earl Hollywood III is the Founder and Chief Executive Officer of Hollywood Enterprise & Associates, LLC, a consulting firm supporting public agencies, nonprofit organizations, and institutions in community development, workforce initiatives, and systems improvement.

With over a decade of professional experience across social services, juvenile justice, public policy, and community-based work, James has led and supported initiatives focused on strengthening organizational capacity and improving service delivery. Raised in Caruthersville, Missouri, and having spent more than a decade working in rural Arkansas, he brings firsthand knowledge of the operational and structural challenges faced by communities of varying sizes and contexts.

Leadership Focus & Firm Mission

Hollywood Enterprise & Associates reflects James’s commitment to supporting organizations working in complex environments. The firm’s mission is to help partners navigate challenges, strengthen systems, and implement solutions that lead to sustainable improvements.

Through tailored engagements and strategic collaboration, Hollywood Enterprise & Associates supports planning, implementation, and continuous improvement efforts that enhance organizational effectiveness and community outcomes.

The firm’s work is guided by core principles of integrity, collaboration, and accountability, with an emphasis on aligning strategy to real-world conditions and measurable progress.

Professional Experience & Expertise

James brings experience from leading national and regional organizations to his role at Hollywood Enterprise & Associates.

At the Annie E. Casey Foundation, he supported child welfare and juvenile justice reform efforts, working with public agencies to strengthen decision-making processes and improve outcomes through data-informed strategies and stakeholder engagement.

Previously, at MERS Goodwill, James contributed to the development of workforce and skill-building programs designed to prepare young people for career-connected learning and employment pathways.

His work with Arkansas Early Learning included leadership roles in community partnerships and program compliance, where he supported early childhood initiatives and helped ensure families had access to quality services and resources.

Across these roles, James has worked closely with leadership teams, frontline staff, and community partners to support effective program design, implementation, and oversight.

Leadership Perspective

James’s leadership approach emphasizes practical execution, collaboration, and accountability. He works alongside organizations to ensure initiatives are aligned with mission priorities, operational realities, and long-term sustainability.

Community Involvement

In addition to his professional work, James remains engaged in community service and advisory roles, contributing time and expertise to boards and initiatives focused on mental health, workforce readiness, and community support.

Leadership at Hollywood Enterprise & Associates is focused on helping organizations move from planning to action and from intention to results.