Campaigns The 2005 campaign for
Westchester County Executive pitted the two-term
Democratic incumbent
Andy Spano, against Astorino, a
Republican. Facing an uphill battle in a Democratic county against an incumbent who raised four times as much money as he did, Astorino made a surprisingly strong showing and was defeated by 30,000 votes. Overall voter turnout was light and incumbents were largely successful throughout Westchester County. On March 21, 2009, Astorino announced that he would run again for Westchester County Executive. In a surprising upset, he was elected to the position on November 3, 2009, defeating incumbent Andy Spano by 15 percentage points. Astorino ran for re-election in 2013. He defeated his challenger,
Democratic New Rochelle Mayor
Noam Bramson, by 12 percentage points. Astorino sought a third term in 2017, despite his statement during the 2014 campaign that "eight years is enough for anyone" in office. During the campaign, Astorino outspent his opponent, State Senator
George Latimer, by more than 3-to-1. Additionally, Astorino was the beneficiary of over $1 million spent in the last two weeks of the race by a
super PAC funded by
Robert Mercer. Towards the end of the campaign, on October 27, 2017, Astorino was damaged by revelations from testimony in the
Norman Seabrook trial. Campaign donor Jona Rechnitz testified that he had paid $5,790 to cover most of the cost of a
Rolex Submariner for Astorino shortly before Astorino named him as a chaplain for the Westchester County Police. Another controversy in the closing days of the race was the disclosure of an email from an Astorino lieutenant to county employees that they should "expect to donate their time" by using paid time off to volunteer for Astorino's campaign. Despite his fundraising advantage, Astorino was defeated by 14 points.
Campaign donors As of September 2016, Astorino had received $15,000 in campaign contributions from
Donald Trump; he has stated that he considers Trump a friend. As of January 2017, Astorino received a grant of $25,000 from the Gianni Occhipinti Foundation of Numerical Research. As of November 2017, Astorino had been the biggest beneficiary of donations by
Robert Mercer to state and local campaigns in New York. Mercer and his daughter
Rebekah each gave the maximum $26,900 to Astorino's 2013 reelection campaign. Additionally, Mercer gave $1.55 million to a super PAC supporting Astorino's 2014 gubernatorial campaign and $1 million to a super PAC supporting Astorino's 2017 re-election campaign.
Tenure In 2010, the Westchester County Legislature passed a $1.2 million bond issue to finance the restoration of the
Elijah Miller House. Astorino, who had previously supported
preserving the building five years earlier as a member of the legislature, vetoed the measure, saying it should be supported by private funds. ==2014 gubernatorial campaign==