Ray Oral Appointed COO of Tokio Marine Highland
CHICAGO, January 7, 2026 – Tokio Marine Highland, a leading property and casualty insurance underwriting agency, today announced the appointment of veteran insurance leader Ray Oral to Chief Operations Officer, effective immediately.
Oral has more than 40 years of experience in insurance, banking and technology, holding senior leadership roles at CNA Insurance, ABN AMRO/LaSalle Bank, and Hiscox USA. As Chief Information Officer at CNA for nearly a decade, he developed a reputation for driving business transformation, digital innovation, and operational excellence. At Hiscox, he guided the company’s U.S. technology team as Chief Technology Officer.
“Ray’s proven expertise and strategic vision will be instrumental in advancing Tokio Marine Highland’s technology and business goals,” said Steve Prymas, CEO of Tokio Marine Highland. “I’m confident that Ray’s leadership style, which pairs deep technical acumen with clear business pragmatism, will positively contribute to our company culture and empower our teams to deliver results.”
About Tokio Marine Highland
Tokio Marine Highland is a managing general agency that offers distinct specialty risk management solutions, including private flood, fine art, specialty property, real estate investment, and lender-placed insurance.
Founded in 1962, Tokio Marine Highland is a wholly owned subsidiary of Tokio Marine Kiln (TMK), a leading specialist insurance underwriting business operating in the Lloyd’s insurance market and part of one of the world’s largest insurance groups, Tokio Marine. As one of the largest Lloyd’s syndicates, TMK benefits from Lloyd’s financial strength, including an A+ rating from AM Best.
Tokio Marine Highland has office locations in Chicago, IL, Frisco, TX, Miami, FL, New York City, NY, and South Pasadena, CA.
For more information, visit our website at www.tokiomarinehighland.com.
Media Contact:
Angela Childers
Sr. Director, Marketing & Communications
Tokio Marine Highland
angela.childers@tmhighland.com