Ray Ann Cacheria

Overview

Ray Ann Cacheria is Senior Vice President and Chief Information Officer for Ryan, where she leads the Firm’s global IT organization and governs the strategy that strengthens and modernizes the enterprise’s digital infrastructure and enterprise applications. Based in the Plano office, she oversees application development, infrastructure, and IT governance, ensuring Ryan’s technology capabilities support operational excellence and deliver a seamless, trusted experience for clients and team members.

With deep experience leading IT functions across the medical information, healthcare, insurance, and retail and transportation sectors, Ray Ann has guided complex organizations through significant modernization and growth. She has overseen enterprise platforms, driven large-scale transformation initiatives, and built technology environments that enhance reliability, security, and performance. Recognized for her disciplined, solutions-focused leadership style, Ray Ann brings clarity and alignment to high-impact technology programs, advancing capabilities that improve business outcomes and enable the Firm’s continued expansion.

Education and Qualifications

Bachelor of Science, Information Systems and Marketing, Fordham University

Experience and Achievements

Senior Vice President and Chief Information Officer, Ryan, Plano office

• Leads enterprise technology strategy and global IT operations

• Oversees application development, infrastructure, and governance

Chief Information Officer, medical information services firm

• Directed all technology functions supporting medical information and risk management services

• Led application development, infrastructure, and IT finance and governance

Vice President, Information Technology, Davaco

• Managed enterprise IT operations in a high-growth environment

• Directed technical strategy, development support, and evaluation of new technologies

Director, Strategic Planning and Analysis, Greyhound Lines

• Managed IT finance, IT compliance, and applications development for U.S. and Canada

• Supported enterprise planning and technology operations