2026 NewYorkCISO ORBIE Awards

2026 NewYorkCISO ORBIE Awards · Large Enterprise Finalist

Alan Rosa

CISO & SVP, Infrastructure & Operations

CVS Health

Alan Rosa

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Bio

Alan Rosa is Senior Vice President, Chief Information Security Officer and Head of Infrastructure and Technical Operations at CVS Health, leading 3,000 colleagues across cybersecurity and infrastructure. Previously, he was the CISO at Twitter and Marriott, head of Technology at MSG, and an infrastructure leader at Disney. A Navy veteran, he attended the University of Central Florida, completed his graduate studies at Seton Hall and Columbia University respectively and attended law school at Rutgers University.

Success Story

My greatest success is not a technical accomplishment or a completed project but the growth of the people I am privileged to lead and the proof is behavioral. Decisions that once waited for me are made a level down, by leaders who know the credit is theirs and the risk is mine. Bad news reaches me early, from the person who owns it, because honesty has never cost anyone here. My deputy is ready to take my chair, by design. My part was hiring well and funding the unglamorous work. The growing was theirs; watching it is the reward.

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