Monica Caldas, Executive Vice President and Global Chief Information Officer at Liberty Mutual, is spearheading a significant technological overhaul at the century-old insurance company. Her strategy involves simultaneously modernizing existing systems and rebuilding the company's infrastructure around artificial intelligence, a concept she refers to as entering "the intelligence era."
Caldas's approach focuses on embedding AI into critical business operations such as underwriting and claims processing. Liberty Mutual has already implemented over 100 AI-driven capabilities into production. A notable development was the insurer's launch of a ChatGPT-powered auto-quoting application in May, part of a broader initiative in "agentic commerce." This strategy aims to transform the insurance purchasing process from form-filling to conversational interactions.
Caldas has been recognized for her work, being named to the 2026 TIME Executives of the Year: Tech and Data list. She describes her motivation as a desire to tackle complex challenges with technology. Her personal journey, starting from arriving in the U.S. from Portugal in third grade with no English language skills and becoming the first in her family to attend college, informs her drive and ambition.