Political career and background
Diana was born in Middletown,New York and attended the local schools. He holds a Bachelor of Science Degree from Southern Connecticut State University and a Masters of Education from Ithaca College.
Diana was employed for 30 years as an educator and athletic instructor in the Minisink Valley School District. He was first elected in 1979 to the Wallkill Town Board and served there as a councilman and deputy supervisor until 1985. He was elected as a county legislator for the 18th district (parts of Middletown,Wallkill and Goshen) from 1986 to 1993 and 1998 to 2001. Diana held the position of majority leader for six years. Diana also owned and operated the downtown Middletown restaurant "Diana’s" which was started by grandparents in 1936.
Diana was elected in 2001 by a wide margin to become the fifth County Executive of Orange County,replacing Joseph Rampe of Warwick who was retiring. He was reelected in landslides in 2005 and again in 2009. Due to health issues,Diana announced he would not seek re-election in 2013. He was succeeded by Steve Neuhaus.
On November 7,2017,he was elected Supervisor of the Town of Wallkill. On November 4,2019,Diana was defeated by Democratic challenger Frank DenDanto. [1]
Plea deal in corruption probe
On June 21, 2021, Diana pled guilty to charges related to an investigation of corruption on the Orange County Industrial Development Agency Board. State Comptroller Tom DiNapoli and local officials announced the charges against Diana and two others, who were ordered to pay $1.2 million in restitution, in a scheme to defraud the Orange County IDA. [9]
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