Caleb Earnest – Biography
Last update: February 3, 2026Executive profile
Caleb was Chief Optimization Analyst for Air Education and Training Command. Caleb Earnest joined Travelers Companies in 2006. Caleb served as PosteDirector, Personal Insurance Product Management and Vice President, Personal Insurance Product Manager for Travelers Companies.
Caleb Earnest is currentlyChief Underwriting Officer, Personal Insurance at Travelers Canada - View - Travelers Canada org chart
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Education
Caleb Earnest has a Bachelor of Science in Operations Research from United States Air Force Academy in 2003 and a Master of Science in Transportation and Logistics from Massachusetts Institute of Technology in 2005.
They have also studied at United States Air Force Academy :
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They have also studied at Massachusetts Institute of Technology :
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Company Colleagues
- At Travelers Canada, Caleb Earnest has 29 colleagues including Heather Masterson (CEO), Maria Olivo (Chairman of the Board)…
Industry Colleagues
- In the Insurance industry, Caleb Earnest has 69,216 colleagues in 3,978 companies located in 106 countries. 20,957 executive movements have been recorded in the last 12 months. Learn more about Insurance.
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