Our Leadership

DecadesofC-SuiteExperienceinGaming&Hospitality

Our team combines operational leadership, regulatory expertise, and strategic vision to deliver results that matter.

Robert Callahan

Robert Callahan

Managing Director

MBA, Cornell | 30 Years in Gaming & Hospitality

Robert brings three decades of executive experience in the gaming and hospitality industry, including roles as VP of Strategic Development at a Fortune 500 casino operator. He has led market entry strategies across Asia-Pacific and North America, and advises boards on governance, growth strategy, and regulatory affairs.

Diana Vasquez

Diana Vasquez

Director, Strategic Advisory

MBA, Wharton | Former McKinsey & Company

Diana specializes in market entry, competitive positioning, and growth strategy for gaming and hospitality operators. Prior to Pinnacle, she spent eight years at McKinsey serving clients across the Americas and Europe. She has led over 40 feasibility studies for integrated resort developments worldwide.

James Whitfield

James Whitfield

Director, Regulatory Affairs

JD, Georgetown | Former State Gaming Commissioner

James brings 25 years of regulatory experience spanning tribal gaming, commercial casinos, and sports betting. As a former state gaming commissioner, he provides unparalleled insight into licensing processes, compliance frameworks, and government relations. He has guided operators through complex multi-jurisdictional applications.

Sarah Nakamura

Sarah Nakamura

Director, Digital & Innovation

MS Computer Science, MIT | Former iGaming CTO

Sarah leads Pinnacle's digital transformation practice, advising operators on iGaming strategy, technology roadmaps, and data-driven marketing. Previously, she served as CTO of a leading iGaming startup that scaled to three regulated markets. She brings deep expertise in platform architecture, CRM optimization, and emerging technologies.

Advisory Board

Governance Experience from Fortune 500 Boards

Our advisory board brings decades of executive leadership, regulatory authority, and industry-specific expertise to every strategic decision.

William Chen

Former CEO of Asia Pacific Gaming Holdings; 20+ years in Macau and Singapore markets

Patricia Morgan

Former General Counsel at a major tribal gaming authority; expert in federal Indian gaming law

David Thornton

Retired Managing Partner at a Big Four firm; specialist in gaming tax and transaction advisory

Elena Rodriguez

Former SVP of Global Hospitality at a luxury hotel brand; expert in brand strategy and guest experience