Insurance, at heart, is a numbers game, so it's not all that surprising that even though this year's APIW Insurance Woman of the Year–Rebecca C. Amoroso–finished college planning to become a math teacher, she ended up three decades later as vice chair and U.S. Insurance Industry Group Leader at Deloitte LLP–the first female to hold that post.

It was actually her boyfriend (now husband), Robert, who suggested the career change when she was attending Lehman College in New York as a mathematics major, with dreams of teaching in the field. Mr. Amoroso–who back then was working at the College of Insurance, now part of St. John's University–suggested she put her numbers skills to work as an actuary.

“Go into business–that's where the action is,” she recalls her husband telling her, later joking during her acceptance speech: “I'm not sure he said that because he wanted me to be a successful insurance executive, or because he wanted me to make more money.”

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