Gage Caligaris, a Harvard-educated mathematician, left Wall Street and his exotic derivatives trading role at Barclays Capital to join his family in Boston. He founded Ledgebrook in 2022, a Boston-based AI-native specialty insurance platform. The company just raised 200 million dollars in a financing round co-led by Allianz X and Rockefeller Capital Management, valuing the business at 2.6 billion dollars and achieving unicorn status. Ledgebrook operates in the excess and surplus (E&S) market, estimated at 143 billion dollars in premiums, and is expected to surpass one billion dollars in written premiums within the coming weeks.
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