What Winter Park Needs to Know About the Aug. 18 Primary and Election Security

What Winter Park Needs to Know About the Aug. 18 Primary and Election Security

Listen to six local election supervisors discuss security, primary voting and voter fears about ICE at the polls

 

Important Dates

Primary Election: Aug. 18 (Find your precinct here or learn about voting by mail here)

Early voting at the Winter Park Library and other locations is available beginning Aug. 3 to Aug. 16 from 9 a.m. to 7 p.m.

Who’s on the primary ballot: The Voice’s Voters Guide for Winter Park

General Election: Nov. 3 (Find your precinct here)

Deadline to register to vote in the General Election: Oct. 5 (information about registering here)

Early voting for the General Election will run from Oct. 19 to Nov. 1

Central Florida supervisors say it’s time to get ‘election ready’

The following story originally published by Central Florida Public Media and is being republished in partnership with the News Collaborative of Central Florida

Supervisors of elections from throughout Central Florida find themselves battling misinformation as they promote voter participation and the safety and security of Florida elections.

The six supervisors joined a panel discussion at Central Florida Public Media hosted by the News Collaborative of Central Florida.

Seminole County Supervisor of Elections Amy Pennock urged voters to contact their supervisor’s office for accurate information if they read a story that they don’t trust or that gives them “a bad gut feeling.”

“We are in the proactive confusion management business,” she said. “We all are out there trying to get you the right information so that when you get the wrong information you question it right away.”

The supervisors said they’re being transparent so voters can see the processes that keep Florida elections secure from tampering and interference.

That includes testing all devices used in each election, election audits and “layers” of cyber security.

“[I]n order for a bad actor to penetrate our election system with cyber breaches, they have to get on the internet,” said Lake County Supervisor of Elections Alan Hays. “Our tabulation networks are never ever connected to the internet. So you can sleep tight at night knowing that our tabulation system is not connected to the internet at any time.”

Volusia County Supervisor of Elections Lisa Lewis emphasized the security of their elections process. It’s something that she wants skeptical voters to see for themselves.

She said it’s “a little disheartening that people are so quick to believe the bad stuff rather than the good stuff.”

Hays said their goal is get all Americans, regardless of party, to participate.

“If you can fog a mirror and sign your name and you’re a citizen,” he said, “we want you to vote.”

Aug. 18 primary

The supervisors of elections said they especially want people to vote in the August primary, at which voter turnout can range from a dismal 17% to 24%.

Orange County Supervisor of Elections Karen Castor Dentel emphasized that the primary is important even if you’re not a registered Republican or Democrat.

“We have the county mayor, we have county commission, and these are all nonpartisan races,” she said. “School board, judicial, school board chair, some very consequential elections, and most of them will be determined in the primary.”

The supervisors underscored the need to be “election ready” and said they’re working to educate some voters about changes in their polling places due to congressional redistricting this year.

That includes making a plan to vote in one of three ways available in Florida: by mail, during early voting or at their polling place on Election Day.

ICE at the polls?

The supervisors also addressed fears that Immigration and Customs Enforcement officers could be at polling places this year.

Brevard County’s Tim Bobanic says the FBI briefed Florida’s supervisors of elections at their latest conference. He cited a statute — Title 18 U.S. Code 592 — prohibiting troops at polling places.

“Armed federal agents,” Bobanic said, “are prohibited from conducting investigative activity in any place where election activity is being held.”

Hays, of Lake County, said Florida law has a 150-foot buffer around polling places that applies to those agents, too.

“There’s nothing in that law that excuses anybody from any agency, no matter whether it’s federal government, local government, or anything else, from being inside there,” Hays said.

He said law enforcement officers also are not allowed there, unless they’re voting, responding to an emergency, or working at the school where the polling place is situated.

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Your Primary Ballot Voters Guide

Your Guide to the August Primary Ballot

The Winter Park Voice partnered with six other local new outlets to produce the first-ever voter guide by the News Collaborative of Central Florida. Use the dropdown menu below to learn about candidates in races that will appear on Winter Park voters’ Aug. 18. primary ballots.  Candidates were invited to respond to a questionnaire developed by the seven NCCF newsrooms. If a candidate did not respond, that is noted in the guide, and when possible, publicly available information from campaign websites or social media is included. For more information about how and where to vote and election security click here. 

 

About News Collaborative of Central Florida 

News Collaborative of Central Florida is a collective of independent local news outlets and aligned partners working toward a more informed and engaged Central Florida. It grew out of the Central Florida Journalism Ecosystem Summit, created in 2024 by Central Florida Public Media, Central Florida Foundation and Oviedo Community News. Confirmed participants in NCCF’s 2026 collaborative election coverage include Central Florida Public Media, LkldNow, Ocala GazetteOrlando Sentinel, Osceola News GazetteOviedo Community NewsVoxPopuliWinter Park Voice and WKMG News 6.

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Winter Park Voice Partners on Upcoming Voters Guide with Local News Outlets

Winter Park Voice Partners on Upcoming Voters Guide with Local News Outlets

The Voters Guide is the latest project of the News Collaborative of Central Florida, which is endeavoring to work together to bring more people high-quality local news

July 13, 2026

Staff

The Winter Park Voice is partnering with six other local news outlets to create a voters guide for the primary election on Aug. 18 and the general election on Nov. 3.

The project is part of the News Collaborative of Central Florida, a group of independent local news organizations and aligned partners working toward a more informed and engaged Central Florida.

In addition to the Voice, other local news organizations collaborating on the voters guide are WKMG-News 6, Central Florida Public Media, Orlando Sentinel, VoxPopuli of West OrangeOviedo Community News and the Osceola News-Gazette. The joint voters guide will appear on the websites of all the project partners and in print for those with print editions.

The Voters Guide aligns with the mission of the nonprofit Winter Park Voice, which aims to provide its readers with high-quality reporting about their local government and matters that influence life in Winter Park.

“At the Winter Park Voice, we serve an audience who cares deeply about local civic and political happenings and this collaboration will help us deliver more of the election coverage our readers deserve,” said Winter Park Voice Editor Beth Kassab. “Our regional News Collaborative is still new, and many people are still learning about it, but it’s already showing how our news organizations can combine resources in ways that we hope make a bigger impact than any one of us could make on our own.”

The news organizations collaborated to create questionnaires for candidates in federal, state, county and judicial races to answer. Questions range from asking candidates what are their top issues, how they would address affordability and even where they stand on Florida’s proposed constitutional amendment on property tax reductions.

In the most recent episode of Talking Central Florida, a podcast funded by the News Collaborative, host Steve Mort and Sentinel Executive Editor Roger Simmons discuss the Voters Guide. Pictured is Mort (right) with Donovan Myrie from WKMG News 6, from the same episode, who discussed Florida’s new approach to tax holidays and whether changes adopted by the Legislature in 2025 could have an unintended impact on hurricane preparedness. 

The goal is to give more people access to the candidates’ positions in their own words on the topics that matter most to people in Central Florida.

The city of Winter Park doesn’t have any races on the August or November ballots — those occur in March. But voters in Winter Park will play an important role in deciding races for Orange County Mayor, School Board Chair, Clerk of Court, judicial races and the Orange Soil and Water Conservation District on top of this year’s open race for the next Florida governor and other state and federal seats.

“This is the first time we have news outlets in our region cooperating to create a guide to help voters make informed choices at the polls,” Sentinel Executive Editor Roger Simmons said. “It’s really extraordinary to see these newsrooms come together to work on an important project like this.”

Candidates have already been contacted several times to respond to the questionnaire. If a candidate does not respond, it will be noted in the voters guide. The news organizations may then try to answer the questions for the candidates from information posted on campaign sites or social media.

“Of course our preference is for all candidates to answer themselves,” Simmons said, “but it may be telling for voters to see who responded and who did not.”

The goal is for the voters guide to publish by the end of July, in time for early voting and primary election day on Aug. 18.

The News Collaborative of Central Florida was a result of the Central Florida Journalism Ecosystem Summit, created in 2024 by Central Florida Public Media, Central Florida Foundation and Oviedo Community News. Collaborative members worked together last year on a project focusing on the impact of the state’s homeless camping ban.

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Lawsuit Filed Today Challenges Florida Property Tax Amendment

Lawsuit Filed Today Challenges Florida Property Tax Amendment

Lawsuit Filed Today Challenges Florida Property Tax Amendment

Winter Park commissioners did not indicate on Wednesday whether or not they would join the legal challenge against the measure that would cut in to both the revenue and autonomy of local governments in Florida

June 11, 2026

By Beth Kassab

City Attorney Kurt Ardaman on Wednesday told the Winter Park City Commission about a legal challenge against the ballot amendment pushed by Gov. Ron DeSantis and the Florida Legislature to radically reduce property tax revenue for local governments.

Ardaman said the commissioners could join — as a group or as individuals — the lawsuit filed Thursday morning by Jamie Cole, one of Florida’s most well-known local government attorneys for his work on previous ballot amendments and cases protecting home rule with the law firm Weiss, Serota, Helfman, Cole & Bierman.

“Most local governments in the state of Florida do not want to be a plaintiff and we don’t need to go into those reasons here,” Ardaman said. “But they are looking for individuals as well.”

None of the commissioners on the dais — Commissioner Kris Cruzada was absent — offered any comment or indicated their thinking. Winter Park is projected to lose at least $5.6 million in homestead tax starting in 2028 if the required 60% of voters approve the amendment.

DeSantis is attempting to make property tax reform a key part of his legacy before he is term-limited out of office at the end of the year and has openly talked about using his veto pen against those who don’t support his agenda. Winter Park is waiting to see if two projects survive the governor’s red ink.

Attorney Jamie Cole

The lawsuit filed in the Second Judicial Court in Leon County on Thursday names as defendants Secretary of State Cord Byrd and Attorney General James Uthmeier. A spokeswoman for Byrd said his office does not comment on pending litigation. The Voice also reached out to Uthmeier for comment, but has not yet received a response.

Plaintiffs in the lawsuit so far are Save Our Voters from Misleading Ballot Language Inc., a new nonprofit that just filed with the state of Florida this month and lists the chief operating officer of Cole’s law firm as its incorporator, as well as Thomas Campenni, a voter in Martin County who previously served as the mayor of Stuart and Michael Davey, a voter in Miami-Dade County who previously served as mayor of the Village of Key Biscayne.

The legal challenge doesn’t argue against the general concept of reducing homesteaded property taxes, but asserts the amendment slated to go before voters is inaccurate and misleading.

“Plaintiffs recognize the great importance of property tax reform, and understand the Legislature’s zeal to enact changes as quickly as possible,” it reads. “However, on an issue as important as this, voters are entitled to a fair, clear, accurate and nonmisleading ballot statement to assist them in making this critical decision.”

Cole currently represents the city of Weston and said on a recent law firm podcast that there are multiple legal problems with the amendment that aims to increase the homestead property tax exemption to $250,000 in 2028 as well as limit the growth in the values of non-homestead properties.

He led the challenge against a property tax reform amendment in 2007 that resulted in it being taken off the ballot.

Cole said the title of the 2026 amendment is just one issue that violates the legal standard for the ballot language to be neutral.

The title is, “Save Our Homes from Excessive Property Taxes.”

He equated the wording to a “clear political slogan.”

“When you read it, it reads like a political flyer you would get in the mail,” he said.

He said the summary also fails to be neutral enough and doesn’t accurately explain what the amendment would do. It leaves out, for instance, that the exemption would first only be increased to $150,000 in 2027 before $250,000 in 2028.

The language goes on to say that voting yes means “ensuring funding for core services” such as public safety, education, infrastructure and natural resources.

“The problem is that it does not ensure funding for those core services,” Cole said. “It does the opposite.”

The amendment takes away from property taxes, the most crucial source of local revenue for local governments, and doesn’t offer any replacement.

He predicted that many local governments would raise their property tax rates and also raise other fees to make up for the loss.

Such moves, he said, would also contradict wording that claims to protect small businesses.

While the measure would limit the growth in annual assessments on non-homesteaded property to 5% instead of the 10% cap in place today, that would apply to far more than small businesses.

“What this really does to small business is if they own a piece of property their tax rate will most certainly go up … that’s hurting small businesses,” he said.

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What Does Winter Park Stand to Lose if Property Tax Cuts Pass?

What Does Winter Park Stand to Lose if Property Tax Cuts Pass?

What Does Winter Park Stand to Lose if Property Tax Cuts Pass?

Voters are expected to decide a ballot amendment in November initiated by Gov. Ron DeSantis and the Florida Legislature that could dramatically alter how local governments operate

June 5, 2026

By Beth Kassab

What does Winter Park stand to lose if voters approve the plan by Gov. Ron DeSantis and the Legislature to dramatically reduce property taxes?

A picture of the potential fallout is becoming more clear just days after the Florida House and Senate voted to send the measure to the November ballot. Here’s what we know so far:

How much money will Winter Park lose? 

Let’s break down the numbers.

In 2025, Winter Park collected about $48.5 million in taxes, according to Orange County Tax Collector Scott Randolph. The bulk of that, or about $41.1 million, is what is targeted by the state ballot amendment. Those are the dollars collected on real property — houses and businesses — based on that property’s assessed value.

Tax money that comes in from real property is divided into two categories: Homestead (the houses people live in and claim as their primary residence) and non-homestead (commercial properties, businesses, second homes or rental properties or other land).

The change ordered by the Legislature garnering the most attention is a reduction in what cities and counties will collect on homesteaded property. (Note: The Legislature revised DeSantis’ proposal, which would have also reduced taxes that support schools. So the new rules would not apply to school taxes.)

Winter Park City Hall

Winter Park collected $19.8 million in 2025 from homesteaded properties. If voters approve the proposed increase to the homestead exemption from $50,000 today to $250,000 in 2028 then those collections would drop to about $14.2 million, according to Randolph’s projections. The reduction would first be felt, to a lesser extent, by cities and counties in 2027 when the homestead exemption would jump to to $150,000 before increasing to the full $250,000 the following year.

So that’s a loss of $5.6 million based on today’s numbers or a 28% reduction in collections on homesteaded properties. The overall hit to the city’s tax roll appears closer to 12% because stormwater fees ($6.3 million), tangible property taxes ($1 million on equipment and furnishings in businesses or rental properties) and non-homesteaded property taxes ($21.2 million) aren’t affected by the change to homestead exemptions.

 

How big of a deal is that $5.6 million loss? 

Well, thumb through this year’s Winter Park budget and you can get an idea of what $5.6 million means in real terms:

  • This year the city spent $5 million more just to cover basic cost-of-living and 3% merit raises for city staff, including more competitive wages for police and additional emergency call center staff as the city took on dispatch duties for Maitland.
  • The entire capital improvement budget for the Community Development Agency, which is funded entirely through property taxes, totaled $5.7 million. That included $3.2 million to fix drainage and infrastructure problems on West Fairbanks Avenue, Canton Avenue and the MLK Park basin. Another $2.5 million went to the Park Avenue Refresh project, which includes new street lighting, sidewalks, landscaping, underground infrastructure and other work.
  • The rebuilding of Fire Station 62 on Lakemont Avenue is estimated at $5.8 million, a project the city put off again this year because it didn’t have the funds.

Mayor Sheila DeCiccio predicted noticeable cuts will be made if the new proposal goes into effect.

“This will be devastating,” DeCiccio said after the Legislature’s vote. “We will be assessing what services the city may have to cut.”

The entire city budget is $233 million this year. That includes the two utilities that fund themselves with a combined nearly $100 million in what customers pay for water and electric service.

Beyond that, the single biggest source of revenue for the city is property taxes.

Those taxes are the biggest contributor to the city’s almost $90 million general fund, which is responsible for all of the front-line services like police and fire rescue (the two biggest expenses), parks and recreation and public works.

“Property taxes are continuing to row the boat for the city’s fiscal picture, rising 7.6% and accounting for 44% of General Fund revenue,” reads the budget document from last year. “This stabilizing force is what keeps most city services humming. Its rate of growth is sufficient to support the existing level of city services, but it is limited in what it can provide in excess of just staying on course.”

So is that all?

No. There’s more. The ballot amendment would also hamstring cities and counties by limiting future growth in the amount of taxes collected on non-homesteaded properties.

The cap on annual assessment increases for those properties — anything from a Publix grocery store to an Amazon warehouse to a vacation home — would drop from 10% to 5%.

That represents future savings for billion-dollar corporations and less future revenue for local governments to use for police, fire rescue, roads and everything else property taxes pay for.

Growth in property values is how a city like Winter Park, which has enjoyed a brisk real estate market for years, has managed to increase its budget without raising the tax rate for 18 years.

A little more than half of the city’s total ad valorem collections or about $21.2 million come from non-homesteaded properties owned by everyone from small business owners to deep-pocketed corporations who will save money as a result of the new cap.

The exact amount of future unrealized growth is hard to quantify, city officials say.

But this chart from the budget shows the importance of the increase in assessed values year to year:

But even before the new ballot amendment was in play, city officials were beginning to warn of a softening in that growth and the need for belt-tightening.

“The General Fund is seeing continued increases in property tax revenue due to increasing valuations in existing real estate which has traditionally been the primary support of the majority of the growth in revenues over time,” the budget reads. “However, this revenue source is continuing its slowing trend and could indicate tighter years ahead.”

If approved, the new cap will exacerbate that picture.

What else does the ballot amendment do? 

In addition to reducing revenue cities and counties have to work with, the measure would also restrict how that money is spent.

Property taxes would only be able to pay for items that fall in one of the following buckets, according to a Senate press release:

  • Public safety, including law enforcement, fire service, and emergency medical service
  •  Education and public schools (additional funds beyond operational expenses covered by school board taxes)
  •  Road and bridge construction and maintenance, stormwater control, and other infrastructure projects
  •  Natural resource projects, including flood control measures
  •  Retirement benefits of local government employees
  •  Bond obligations
  • Operations and administration of county officers and commissioners and municipalities, and approved expenditures

Assistant City Manager Michelle del Valle, who will be in the top role next year when the changes begin to take effect after City Manager Randy Knight retires, said city staff is already starting to assess what may or may not fit into those categories. Some items in question, she said, are considered core services that residents have come to expect.

“The biggest one that we’re going to have to start working on is Parks and Recreation,” she said. “But also the library … all of our cultural partnerships.”

The Winter Park Library & Events Center.

This year the Parks budget is nearly $15 million. The city spent about $2.4 million on its library this year. And more than $500,000 went to cultural and nonprofit organizations through the general fund and the CRA such as Mead Botanical Gardens, Winter Park Historical Association, Winter Park Day Nursery, United Arts, Blue Bamboo, Polasek Museum, Enzian Theater, Heritage Center, Welbourne Day Nursery and Winter Park Playhouse.

DeCiccio said the attempt to cut local budgets is an extension of a longstanding effort by Tallahassee to chip away at the power of local governments.

“Where are people supposed to go?” DeCiccio asked. “Are they supposed to go to the state to complain about potholes in the roads? It’s very, very frustrating.”

The proposed ballot amendment, she said, strips voters of a layer of autonomy and accountability to closest to where they live.

It’s more often the city and county commissioners vs. state officials who run into residents at the grocery store or in the school pick-up line and hear their frustrations about uneven sidewalks or broken streetlights, a desire for more shade trees or a plea to help the arts.

“What about libraries? What about playgrounds? They are taking away our ability to fund these items,” DeCiccio said. “We have the No. 1 children’s library in the state that’s now open seven days a week. How are we going to keep paying for that?”

What can cities do in response? 

Even before the proposal to cut property taxes, cities like Winter Park began raising prices on everything from after-school programs run by the parks department to stormwater fees and electric rates to compensate for rising costs in recent years.

For example, at the most recent City Commission meeting, commissioners approved a contract extension for Waste Pro, which provides garbage collection. The city doesn’t make money off the contract — it’s a pass through — but residents’ monthly rates have shot up from $14.99 in 2022 to $22.22 in 2025.

And residents could pay more in other ways.

Cities and counties could choose to increase the millage rate on properties — something Winter Park has avoided for 18 years — to blunt the effect of the proposed changes.

“If county and municipal governments raise millage rates to recoup the lost revenue, that would result in higher property taxes on the portion of the value of homestead properties that remains taxable, as well as on the many properties that do not qualify for the substantially higher exemption, including the properties of new Florida residents and second homeowners, commercial properties (including apartment complexes), and industrial and agricultural properties,” reads an analysis from the conservative-leaning Tax Foundation. “This would make Florida’s property tax system far less neutral and disincentivize the purchase of certain classes of property.”

Or, the foundation argues, policymakers could choose to increase the sales tax to help make up for lost property taxes.

“Since Florida’s tax structure includes no individual income tax, sales taxes and property taxes are the primary sources of state and local tax revenue,” the group said. “Replacing the lost property tax revenue with sales tax revenue would require substantially higher local and/or state sales tax rates, a sweeping expansion of the sales tax base (likely to more than just final personal consumption), or a combination of these approaches.”

Winter Park doesn’t set the sales tax or the local gas tax. That’s done by a combination of state and county officials. But it does share in sales and gas tax revenue, though that revenue is far less than property tax revenue for the city.

Winter Park’s 2026 budget included $5.6 million from sales tax and just under $1 million from the local option gas tax, a fraction of the more than $41 million it received in property taxes.

What happens next? 

As with any ballot amendment, there is likely to be litigation and fights over the ballot language.

But once it makes the November ballot, at least 60% of voters must approve it in order for it to pass. That’s a heavy lift in Florida.

In 2024, there were six constitutional amendments on the Florida ballot and all but two failed to capture the required 60% approval. That was the year an amendment to legalize recreational marijuana and to limit government interference with abortion received 56% and 57% of the vote, respectively, but fell short of the 60% threshold.

But an amendment related to property tax exemptions passed with 66% of the vote. It provided for an annual inflation adjustment for the value of the homestead property tax exemption that applies to non-school taxes.

Two years earlier, though, a 2022 amendment to increase the homestead exemption for public service workers including teachers, law enforcement officers and others failed with 59% of the vote.

What about Winter Park’s next budget?

City officials say they still plan to present a proposed budget to the City Commission in July on the typical schedule.

The next budget is based on the 2026 tax roll and would not be impacted by the proposed changes, which aren’t set to take effect until next year if they win voter approval.

But officials say they are cognizant of what potentially lies ahead and are taking that into account.

At the recent commission meeting, for example, DeCiccio balked at spending a few thousand dollars on a historic preservation consultant, at least for now, because of the potential cuts.

The City Commission usually begins to hear public input on the budget in August and must adopt it by the end of September before the start of the next fiscal year in October.

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Elizabeth Ingram and Craig Russell Sworn In as New Commissioners

Elizabeth Ingram and Craig Russell Sworn In as New Commissioners

Elizabeth Ingram and Craig Russell Sworn In as New Commissioners

Both ran unopposed. The commission paid tribute to Marty Sullivan, who is leaving Seat 1.

March 26, 2026

By Beth Kassab

New City Commissioner Elizabeth Ingram was sworn in Wednesday, while Commissioner Craig Russell took the oath of office for his second term. Both ran unopposed.

Ingram, who raised about $25,000 for her campaign, said she was glad to have her first meeting under her belt and thanked city staff for meeting with her in recent months as she prepared for the role.

“I’ve learned so much this past year getting ready for this, and I’m excited to be here,” Ingram said near the end of Wednesday’s meeting.

Ingram’s husband, Justin, held her mother’s Bible as she was sworn in during the public meeting, while their three young children stood beside them.

She then hugged outgoing Seat 1 Commissioner Marty Sullivan and took her seat on the dais.

Outgoing Commissioner Marty Sullivan wishes new Commissioner Elizabeth Ingram well as she took Seat 1 on Wednesday.

Sullivan, who opted not to run for a third term, said he is considering resuming some of his work in environmental advocacy.

“Many decisions were easy when it came to police, fire, roads, water and electricity,” Sullivan said at his final meeting earlier this month. “But some were difficult. Urban density—how do we deal with that? Taxation—we deal with that question every year. Gas leaf blowers—it didn’t come out the way I wanted, but we dealt with it. New development appropriate for our urban village? But for the most part, I believe my values have aligned with yours—our citizens—and with my fellow commissioners.”

Mayor Sheila DeCiccio said she felt as though a piece of her was leaving, noting that Sullivan has been present for her entire tenure since they were both first elected in 2020.

“Commissioner Marty Sullivan has given six years of dedicated service to our city, including this past year as vice mayor,” DeCiccio said. “Throughout that time, he has brought thoughtful leadership, steady judgment and a genuine commitment to the well-being of our community. While serving in public office is incredibly rewarding, it also requires real sacrifice.”

Elizabeth Ingram takes the oath of office with her family by her side.

Russell, a teacher and coach at Winter Park High School, took the oath of office for his second term with his wife, Kate Demory, holding a Bible at his side.

Russell did not raise any funds this election—a stark contrast to his 2024 campaign, when he raised about $100,000 and also received tens of thousands of dollars from Winter PAC, the political action committee affiliated with the Winter Park Chamber of Commerce.

He defeated two opponents in that race and made history as the first Black commissioner elected in Winter Park in more than 100 years.

This time, he contributed $250 of his own money to cover his candidate filing fee and donated a leftover $82 to Men of Integrity Mentoring Program Inc., according to campaign finance reports.

“This go-around, there was no reason for any money,” Russell said, noting he did not draw an opponent.

Winter PAC raised less than $2,000 this cycle, according to campaign reports, and did not provide any funds to candidates.

Craig Russell takes the oath of office on Wednesday for his second term with his wife by his side.

Russell, who, like Ingram, was a political newcomer and first-time candidate in 2024, said he has worked to broaden his base of support over the past two years.

“I campaigned on ‘I’m nobody’s puppet,’” he said, noting that a number of people who did not support him the first time have since reached out to congratulate him on his second term.

“Those were very meaningful and thoughtful conversations I’ve had,” he said.

He said he has also heard from previous major Winter PAC and campaign donors, including Frank Hamner, longtime attorney for the Holler family, which has significant land holdings in Winter Park.

Hamner was present at Russell’s first meeting in 2024 but was not in the audience this week.

“He sent me a message, and he said congratulations,” Russell said. “And I also got congratulations that I definitely didn’t get the first time.”

Among his top priorities, Russell said, is continuing to “lean into public safety” by promoting awareness around electric bikes and scooters, as well as educating voters on the potential downsides of property tax cuts being pushed by the DeSantis administration.

If such cuts come to fruition in a special legislative session, they could require sacrificing a “high level” of city services, he said.

City Manager Randy Knight canceled a budget workshop that had been scheduled for Thursday after the Legislature failed to take action on property tax cuts during its regular 60-day session, which ended earlier this month.

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