Building a business-connected cyber strategy 

As Chief Information and Security Officer (CIO/CISO), Brian leads Greenway’s IT organization, overseeing the hosted environments of thousands of clients. Passionate about building teams and fostering collaboration, Brian is skilled at creating long-term cyber strategies.

He brings experience from the aviation, retail, manufacturing, and logistics industries, as well as the military. Prior to joining Greenway, as CISO for Sun Country Airlines, he built an IT security program from the ground up. As a Brigadier General in the U.S. National Guard, he led teams in overseas operations, including cyber activities.

Brian holds a bachelor’s in history from the U.S. Military Academy at West Point and an MBA from the University of Florida Warrington School of Business. He remains active in the National Guard as a Colonel. He also serves on the advisory boards of the University of South Florida’s Cybersecurity for Executives program and the National Association of Underwater Instructors’ Green Diver Initiative.

In his free time, he enjoys scuba diving, boating, travel, and spending time with family.

Brian Bobo, Greenway Health

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