Bill Reynolds was Mayor Ashton Hayward’s first city administrator. He was in charge of all city operations, including all the enterprises. His pay was $130,000.
Colleen Castille replaced Reynolds. She, too, was in charge of all city operations, including enterprises. Her pay was also $130,000.
Eric Olson replaced Castille. He does not control Airport, Port, Energy Services, MIS, Constituent Services or Human Resources–those fall under COO Fountain. Olson’s pay is $133,016.
Reynolds was the press secretary to Pennsylvania Senator Arlen Specter and then became Specter’s Chief of Staff and Director of Communications. He later was the first county administrator of Chippewa County, Wisconsin. His last job before being hired by Hayward was deputy county administrator in Washtenaw County, Michigan.
Castille was the one-time chief cabinet aide to Gov. Jeb Bush and later the secretary of the Florida Departments of Community Affairs and Environmental Protection.
Olson was Veterans Coordinator for Pensacola Habitat for two years after leaving the service.
Before Mayor Hayward took the office, the city of Pensacola was run by city managers. They had the power of the mayor and city administrator, but had to answer to the city council.
Al Coby was hired in 1984 as the city’s director of the Community Redevelopment Agency. In 1987 he became an assistant city manager and continued in that role until August 8, 2008 when he replaced Tom Bonfield. Reynolds replaced Coby.
Tom Bonfield served as the City Manager of Temple Terrace for 13 years before coming to the city. He was the city manager of Pensacola for 10 years, before moving on to be the city manager of Durham, NC in 2008. When he left, his salary was $146,308–but he had 23 years experience in city government by then.
Tamara Fountain has zero footprint on the internet. She worked for her husband in one of his side businesses. She once was the business manager for Journey, a housing project that was to be built by Catholic Charities and the Interfaith Council that never got off the ground. We’ve been told she managed the campaigns for two judges in Okaloosa County. Her salary as COO is $114,982.