- July 30, 2026
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Losses piled up in the last decade for this coastal Panhandle city of 52,000 just east of the Florida-Alabama border.
A crippling hurricane preceded the recession. The recession was then exacerbated by a Gulf oil spill that received global attention. The cityâs population fell nearly 8% in the 2000s.
But, by several measures, Pensacola, home to the U.S. Navyâs celebrated Blue Angels flight team, is in the early stages of a revival. Local officials call the cityâs emerging recovery âthe upside of Florida.â
Pensacola, moreover, is nearly three years into a substantial shift in governmental philosophy: In 2009 residents approved a new charter that, for the first time, meant city government would be overseen by a strong, or elected, mayor. That official would be the cityâs chief administrator and decision-maker. The previous charter was a strong city council, which is normally marked by a ceremonial mayor and an unelected manager who supervises city services.
Pensacola is unique in its transformation because a strong-mayor switch is rare, according to the Florida League of Cities. Sarasota has flirted with a strong mayor charter several times. Although city officials voted against a strong-mayor charter amendment in a 3-2 vote Aug. 20 (see page 7A), the issue could resurface as a ballot initiative next year. Fort Myers, meanwhile, switched from a strong mayor to a so-called weak mayor in 2005. Bradenton has had a strong-mayor charter since the early 1970s.
But Pensacola did more than flirt.
âPensacola was certainly floundering a little bit,â says longtime local business leader and developer Collier Merrill. âWe really needed to rally around one central leader.â
That rally was soaked back in 2004, when Hurricane Ivan barreled through town. The category 3 storm destroyed dozens of buildings and left a large chunk of the cityâs downtown underwater. A portion of a major bridge even collapsed into nearby Escambia Bay.
Two more unbending forces soon thumped any potential recovery: The recession that began in 2008, and the BP Gulf oil spill in April 2010. Both happenings conspired to drain most of the remaining life out of Pensacolaâs business climate. A comprehensive survey taken in between those two events found residentsâ negative perceptions of the city and its future had bubbled over.
Pensacola, a military town with a vibrant history, was sinking in a vortex of population declines, foreclosures and store closings. Several local business leaders say the situation was dire. The city dwindled into a punch line.
âWe were seen as a rest stop on I-10,â says Pensacola Mayor Ashton Hayward, a local native who moved to Miami and New York City before he came back home in 2002. âWe were the redheaded stepchild of Northwest Florida.â
Pensacola, however, has begun to grow up.
Go blue
The cityâs revitalization includes widened streets downtown that are now home to several new restaurants and shops. Commercial real-estate occupancy downtown is up to 87%, and nearly 10,000 people work in the cityâs core.
The recovery also includes three economic development victories in recruiting new businesses to town. One is a regional UPS sorting facility, which moved from Mobile, Ala., late last year and came with 35 new jobs. Another is Majestic Candies, a manufacturer, which announced plans earlier this year to renovate a building in downtown Pensacola. The $6 million project, aided by some state incentives, will create 100 jobs downtown, city officials say.
A third victory is a revitalized financial services sector. Pen Air Federal Credit Union and First Navy Bank are consolidating and relocating in downtown Pensacola. Those projects will combine for several million dollars in capital investments, city officials say, and another 100 downtown jobs.
One more significant economic development win: a newly built minor league baseball stadium that lines the cityâs bayfront. The $16 million stadium, home to the Double-A Blue Wahoos, has become a civic icon since it opened in April.
Many local business leaders and residents credit Hayward, the first strong mayor, with leading the revitalization. Quint Studer, a well-known Pensacola entrepreneur who owns the Blue Wahoos, says Hayward has succeeded because of a charismatic leadership style that combines grace and bluntness with steadfast belief in Pensacola.
âThe hardest thing (for a strong mayor) is you canât blame anyone else,â says Studer. âYou have to be able to take risks, be passionate and be willing to see things all the way through.â
Hayward, 43, says he entered local politics both for civic pride and aggravation at his hometownâs decay. A onetime New York City-based ad sales director for the Financial Times â who was also briefly a male model in Miami â Hayward worked in real-estate development in Pensacola for eight years. He made, and lost, some money, but he shuddered at the lack of job growth and economic opportunities.
âI was getting frustrated with things, and I knew I could do this and make it work,â Hayward says. âPeople were very vulnerable. We had to tell our story. We needed to brand our city as the place thatâs friendly to business. Our mindset was to change the culture.â
Big advice
Hayward, while campaigning and then after he won the election, built a formidable network of elected officials nationwide, including five strong mayors, to lean on for counsel. The group included former Florida governors Jeb Bush and Reubin Askew, statewide leaders of the Republican and Democratic parties, respectively. The strong mayors on the list included former St. Petersburg Mayor Rick Baker, Mobile, Ala., Mayor Sam Jones and Tom Murphy, Pittsburghâs mayor from 1994 to 2006.
The advice Hayward heard most often was to move quickly, be bold and take risks. Bush and Askew, especially, advised Hayward to not be timid. That was fine with Hayward, the self-assured son of a homemaker and a local building-supply storeowner.
âIâm a guy who dreams big,â Hayward says. âI love it when people tell me I canât do it.â
That go-long mantra, though, has gotten Hayward into some controversy in his first term. Locals sometimes call him âMayor Absentee,â a dig at the fact that Hayward hasnât attended many city council meetings. Hayward also promotes the city nationally and abroad, from New York City to Europe.
A Pensacola city councilwoman, Sherri Myers, even recently sued Hayward for allegedly violating the cityâs charter. Myers contends Hayward over-extended his control of how city council interacts with city employees. Hayward denies the allegations.
âEvery strong mayor that I met with while doing my due diligence after the election prepared me for the growing pains,â says Hayward. âThis transition has been a big change for everyone, but the charter makes it clear that the mayor is the CEO â I wouldnât have run if that wasnât clear. Iâm focused on getting things done and moving Pensacola forward.â
âAccountable leadershipâ
Still, a political brouhaha about a mayorâs whereabouts is miles away from Sarasota, where strong or elected mayor movements have failed at least four times since 1996. Two efforts were defeated in citywide referendums.
The strong-mayor movement received new life this year, brought back by a group that includes Sarasota City Commissioner Paul Caragiulo. Commercial real-estate executive and downtown Sarasota entrepreneur Ian Black, who has been involved in past local strong-mayor efforts, says semantics usually doom a strong-mayor proposal. People, says Black, tend to think of backroom deals and Hollywood-style power bosses when they hear âstrong mayor.â
âWe are advocating for accountable leadership,â says Black. âThe city is in turmoil right now. We have no one to go to as a champion. There is no one on city council leading the charge.â
Although strong-mayor proposals have failed several times in Sarasota, the recently hired city manager, Thomas Barwin, hedged his future. Barwinâs contract provides for two years of employment if the city changes its charter.
But the odds Barwin will need to use that clause are long â and not only from local opposition. Lynn Tipton, director of membership development of the Florida League of Cities, says it has happened no more than 10 times in the last 20 years. The League of Cities monitors all 410 statewide municipalities.
Most cities Sarasotaâs size, in the range of 40,000 to 80,000 people, donât have strong or elected mayors. There are only four Florida cities out of 40 in that category with strong mayors, says Tipton. One is Pensacola. The other three: Apopka, in Orange County, Bradenton, and Plantation, in Broward County.
Cities with strong mayors in Florida are mostly the population hubs, such as Jacksonville, Miami, St. Petersburg and Tampa. The city council-manager government, with a weak, or ceremonial, mayor, is more popular in mid-size cities largely due to administrative needs. The idea in many developing cities post World War II, says Tipton, was to have a professional manager run the city while civic-minded residents held part-time political office.
âThe beauty of a charter is no two are the same,â says Tipton. âIt should reflect what local citizens want.â
Better believe
There was opposition to a strong-mayor charter in Pensacola before it ultimately passed. Much of the rhetoric there echoes what opponents say in Sarasota. In fact, the name of the political action committee to fight the Pensacola initiative was No Boss Mayor.
But Travis Peterson, a Pensacola-based political consultant who ran the pro-strong mayor campaign, and, later, Haywardâs campaign, says the city lacked a chief âcheerleader and rainmaker.â Peterson and others connected to the campaign, Believe in a Better Pensacola, also say the timing was a key ally.
âThere was a feeling that Pensacola wasnât stacking up to our neighbors to the east and west,â says Peterson, such as Destin and Mobile. âWe looked around to see what they were doing and what we werenât.â
Hayward took the chief cheerleader title with vigor. He leaned on business and social contacts from past work experiences in New York. Hayward also befriended another politician elected to office in November 2010: Gov. Rick Scott.
The Pensacola business community, in general, likes what it sees, in both a strong mayor and Hayward.
âThe morale of a lot of businesses is getting much better,â says Merrill, the prominent local developer. âWe have one person with a vision who we can talk to.â
AT A GLANCE
Ashton Hayward
Title: Mayor of Pensacola
Age: 43
Family: Wife, An Hayward, a model for Fort Myers-based Chicoâs. The Haywards have one son. (Ashton Hayward, a onetime model in Miami, appeared in a Chicoâs catalog with An Hayward last year.)
Education: Florida State, bachelorâs degree in political science
Previous work: Sales with AT&T and the Financial Times in New York; real-estate development in Pensacola
Mayoral challenge: The city, like many others statewide, grapples with a budget shortfall that collides with previously made pension commitments to employees.
âWe canât sustain this kind of system,â says Hayward. âWe want to solve it and solve it now. We canât be in the pension business.â
Caragiuloâs push for strong mayor government will continue
Sarasota City Commissioner Paul Caragiulo refuses to give up on what he says is a grassroots campaign for a new form of government at City Hall that calls for an elected mayor.
The Sarasota City Commission voted 3-2 Monday night not to place the elected mayor proposal on the ballot in March, after more than two hours of discussion and 31 members of the public made their way to the podium for the last item of the meeting, which dragged on close to midnight.
Caragiulo continually stressed a vote in favor of his proposal simply meant a vote in favor of allowing the public to decide the fate of the proposal.
But Commissioner Terry Turner, who supported a charter amendment for a strong city manager that has already made its way onto the November ballot, said he couldnât support it, noting it would be the fourth time such a concept would make its way before the voters.
âHow frequently do we have to put this to the people?â Turner asked. âMaybe we can have a standing amendment on every ballot ⌠eventually voters might accidentally vote for it.â
Turner and commissioners Willie Shaw and Shannon Snyder voted against adding the amendment to the cityâs March ballot. Only Caragiulo and Mayor Suzanne Atwell supported the amendment.
Caragiulo told the Sarasota Observer his proposal âwill probably have to be done through a petition drive,â which involves collecting more than 3,000 city voter signatures to be presented to the commission. The cityâs charter states that if an amendment is requested through a petition drive, the commission is obligated to place the language on the ballot.
âOur group is committed to continuing conversation and presenting this to the electorate,â Caragiulo said. âThis is about a plan for the future and we intend to press on with it.â
â Kurt Schultheis