Holley first served as a member of the Portsmouth
City Council from 1968 to 1984, and was vice-mayor from 1978 to 1980. Upon his election in 1968, he became the first
African American to serve on Portsmouth's City Council. He has twice held the office of mayor, first from July 1, 1984, to December 15, 1987, and again from July 1996 to July 13, 2010. Holley was also the first African American mayor in the city's history, and its longest serving mayor. His first term came to an end following an expense account scandal, becoming the first
Virginia politician in modern times to be recalled.
Hate mail sent to community leaders became another factor in his removal. His successor, Gloria O. Webb, former chairperson of the School Board, not only became Portsmouth's first female mayor, but also served uncontested for a decade. In May 2008 Holley narrowly defeated Martha Ann Creecy in the first contested mayoral election in Portsmouth since his 1996 victory. Holley was recalled for a second time on July 13, 2010. and former
Senator George Allen's
2006 re-election bid. He also made a
campaign contribution to
Barack Obama. Holley also drew criticism in 2008 for suggesting that Portsmouth needed a "black" hotel to act as a counterbalance to the "white"
Renaissance Hotel. Holley was an early supporter of the Renaissance; his portrait hangs in the lobby, and the hotel named its ballroom the "Holley Ballroom." He later apologized for the remark, saying that his words were "misconstrued" and "misinterpreted." Holley died in 2012, aged 85, after suffering a stroke. ==Fashion==