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Kirk Caldwell was born in Waipahu and raised in Hilo and is the oldest son of a country plantation doctor and a fearless, outgoing mother. Kirk was Managing Partner at the Ashford and Wriston law firm and began his political career in 2002, when he was elected to the State House of Representatives where he quickly rose to become the House Majority Leader. He served as Managing Director of Honolulu in 2009, and as Acting Mayor in 2010. He was elected Mayor of Honolulu in 2012 and served two terms.