TIME Named Monica Caldas Executive of the Year
The Liberty Mutual global CIO was recognized for her work integrating artificial intelligence into insurance.
Updated on Sept. 22, 2026 in Artificial Intelligence
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TIME has named Monica Caldas, EVP and global CIO at Liberty Mutual, an Executive of the Year for 2026. This honor recognizes her leadership in modernizing insurance operations through advanced technology.
Why it matters
The recognition highlights a broader industry shift as insurers move to modernize legacy systems by rebuilding them around AI. This approach helps companies streamline core operations like underwriting and claims.
Liberty Mutual currently has more than 100 AI capabilities in production. These tools are embedded directly into the company's underwriting and claims processes to support technical infrastructure.
The players
Monica Caldas
She serves as the executive vice president and global chief information officer at Liberty Mutual.
Liberty Mutual
This American diversified global insurer provides a wide range of property and casualty products.
TIME
This American news magazine and website publishes the annual Executive of the Year rankings.
The details
Under the guidance of Monica Caldas, Liberty Mutual has transitioned insurance buying from traditional static forms to interactive, conversational models. The firm aims to overhaul its legacy architecture by centering new development on artificial intelligence integration.
Timeline
May 2026: Liberty Mutual launched a ChatGPT auto-quoting app.
2026: Monica Caldas was named an Executive of the Year by TIME.
The Tech Race
The widespread integration of generative AI, such as ChatGPT, marks a departure from traditional software-driven insurance platforms. This transition positions firms like Liberty Mutual against both legacy competitors and agile fintech startups vying for market share.
Customers can expect a shift toward more conversational, app-based interactions when securing auto insurance policies. This modernization aims to reduce the time spent filling out complex paper forms by automating the quoting process.
The takeaway
Legacy financial institutions are increasingly prioritizing technical overhauls to stay competitive in a digital-first economy. Adopting conversational AI can help reduce administrative friction for consumers while improving backend efficiency.
Further reading
Learn more about the latest innovations in Artificial Intelligence.
Source note: This article includes information reported by TIME.
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