Democratic crossover endorsements provide context. Orange County’s vote margin could help shape the contest between Donalds and David Jolly.

ORLANDO, Fla. (FNN) — Republican gubernatorial nominee Byron Donalds’ appearance at ONYX Magazine’s Men of Honor Gala in Orlando raises a broader electoral question: Could crossover support in Democratic-leaning Orange County help him reach the governor’s mansion?

 

Source: ONYX Magazine Facebook Page

Donalds and Democratic opponent David Jolly attended the Oct. 3 celebration at the Rosen Centre Hotel, according to Hoodline reporting citing the Orlando Sentinel. The gathering brought together elected officials, business executives, educators and community leaders to recognize leadership, achievement and service. Source: Hoodline

Organizers emphasized that the candidates’ attendance did not constitute an endorsement. Among the honorees was Orange County Mayor Jerry Demings, selected for a lifetime achievement award. Source: Jacksonville Free Press

Orange County, home to Orlando, provides a setting for examining both candidates’ electoral prospects. Its history includes prominent Democrats backing Republicans, while its Democratic vote margins illustrate how the county can contribute to the statewide outcome.

Republican gubernatorial nominee Byron Donalds, left, and Gainesville City Commissioner Cynthia Moore Chestnut, a longtime Democrat who endorsed Donalds for governor.

Donalds Has Secured a Democratic Crossover Endorsement

Gainesville City Commissioner Cynthia Moore Chestnut, a registered Democrat, endorsed Donalds over Jolly in September, according to WCJB. She cited Black representation, dissatisfaction with the Democratic ticket and support for historically Black colleges and universities, while acknowledging disagreements with some of Donalds’ policies. Source: WCJB

Chestnut subsequently introduced Donalds at a University of Florida town hall, emphasizing access to his office and fair consideration of Gainesville’s needs. Source: WCJB

Her endorsement raises a question about whether other Democrats, including those with conservative or moderate views, might support Donalds. However, her stated reasons do not establish a broader ideological shift. Dissatisfaction with party leadership or progressive positions does not automatically translate into Republican votes.

Source: Winter Park Voice

Orange County Democrats Have Backed Republicans Before

Democratic Orlando Mayor Buddy Dyer endorsed Republican state Rep. Mike Miller against Democrat Beth Tuura in the 2016 Florida House District 47 election — a partisan legislative contest. Source: Florida Politics

In the nonpartisan 2024 Orange County Commission District 5 race, Dyer endorsed Republican former Winter Park Mayor Steve Leary. Winter Park Voice also identified former Democratic state Sen. Gary Siplin, former Orange County Commissioner Victoria Siplin and Winter Park Commissioner Craig Russell as Democratic supporters of Leary. Source: Winter Park Voice

Dyer’s Orlando PAC contributed $4,000 to Neighbors for a Sensible Orange County, the political committee chaired by Leary, according to Winter Park Voice’s reporting on campaign finance filings. The committee also promoted Leary alongside Democratic candidates. This was financial support between political committees, rather than a personal donation by Dyer or a direct contribution to Leary’s candidate account. Source: Winter Park Voice

Former Orange County Chair Linda Chapin encouraged Democrats to support Republican Teresa Jacobs’ 2014 reelection campaign for county mayor while Democrat Val Demings was challenging her. Source: Orlando Weekly

Dyer and Orlando Commissioner Tony Ortiz also endorsed Republican Commissioner Jim Gray in the 2025 Orlando election. Ortiz had switched from Republican to Democrat earlier that year. Source: Orlando Weekly

These examples document individual cross-party support across different elections. They do not establish that those leaders endorse Donalds.

Then-state Rep. Daisy Morales, D-Orlando, sits at her district office in Orange County, Florida. Morales represented House District 48 from 2020 to 2022 and sponsored or co-sponsored more than 110 bipartisan bills that became law.

Montilla and Morales: Participation, Endorsements and Party Enforcement

Republican attorney Joel Antonio Montilla’s 2024 Orange County Commission campaign provides additional context about political participation and disputes over party loyalty.

Former Democratic state Rep. Daisy Morales participated on Montilla’s non-partisan campaign-launch host committee for Orange County Commissioner. Montilla separately confirmed to Florida Politics that Morales did not endorse his candidacy. Source: Florida Politics

Morales brings a record of electoral success in Orange County. In 2018, she won countywide reelection to the Orange County Soil and Water Conservation District board with 256,342 votes. In 2020, she defeated four opponents in the Democratic primary, including Samuel Vilchez Santiago, before defeating Republican Jesus Martinez in the general election to win Florida House District 48, a majority-Hispanic district with a large Puerto Rican community. Official general-election results show she received 47,341 votes, or 65.3%.

Morales alleges that Orange County’s Democratic establishment, including Vilchez Santiago, her 2026 House District 43 primary opponent and former Orange County Democratic Party chair, targeted her over an alleged violation of party endorsement rules while treating prominent Democrats who supported Republican candidates differently. She characterizes that treatment as selective enforcement in a defamation lawsuit filed in Orange County.

The documented crossover endorsements provide context for her allegation, but determining whether party rules were applied unevenly requires comparing the applicable rules, circumstances and disciplinary decisions in each case.

Endorsements, financial contributions, campaign management and host-committee participation represent distinct activities. Those distinctions matter when evaluating both crossover support and allegations of inconsistent party enforcement. Morales’ participation in Montilla’s event does not establish support for Donalds.

U.S. Rep. Byron Donalds, left, the Republican nominee for Florida governor, and former U.S. Rep. David Jolly, the Democratic nominee.

Orange County: A Gateway to the Governor’s Mansion?

Orange County’s influence rests on the votes it contributes and the advantage it delivers to either candidate.

In the 2018 governor’s election, Democrat Andrew Gillum received 296,257 votes in Orange County, compared with Republican Ron DeSantis’ 174,228 — a Democratic advantage of 122,029 votes. DeSantis nevertheless won statewide by 32,463 votes. Source: Florida Division of Elections

The county also voted Democratic in the 2024 presidential election. Kamala Harris received 340,807 votes, while Donald Trump received 258,279, giving Harris an 82,528-vote advantage. Source: Florida Division of Elections

The elections involved different offices, candidates and turnout conditions. Their results provide historical context rather than a forecast for the governor’s race.

Neither Donalds nor Jolly must win Orange County to win Florida. The margin is what matters. A smaller Democratic advantage would improve Donalds’ statewide position, assuming results elsewhere remained unchanged. A larger advantage for Jolly could help offset Republican strength in other counties.

Changes in that margin could reflect turnout, crossover voting or choices by voters without a party affiliation. County totals alone cannot establish how many Democrats voted Republican.

Will Community Engagement Translate Into Votes?

The ONYX gala placed both candidates before a community gathering outside a conventional partisan campaign event. Whether such appearances generate support will depend on voters’ assessments of their records, proposals and priorities.

Endorsements have limits. Gray lost his 2025 reelection bid to Democrat Tom Keen despite Dyer’s backing and a fundraising advantage. Source: Florida Politics

Chestnut’s endorsement provides a documented example of Democratic support for Donalds. Polling and voter interviews would be needed to determine whether comparable support exists in Orange County and how significant it might be.

For Donalds, making a sustained case to Black voters would require addressing the issues they identify as priorities, including housing costs, economic opportunity, education, health care and public safety. Community appearances create opportunities to hear those concerns and explain specific proposals; electoral support depends on whether voters find the answers persuasive.

A Donalds victory would make him Florida’s first Black governor. Orange County could help shape the outcome through the Democratic advantage Jolly builds or the margin Donalds narrows.

What would most influence your choice for Florida’s next governor: party affiliation, the candidate’s record or specific policy proposals — and why?

Lawsuits challenging Democratic campaign tactics raise questions about party trust as David Jolly faces the task of holding his coalition together.

ORLANDO, Fla. (FNN) — A coalition of Black leaders backing Republican gubernatorial nominee Byron Donalds raises a broader question: Could frustration with Democratic campaign tactics make additional leaders and voters willing to consider his candidacy?

More than two dozen pastors, elected officials, business owners, educators and civic leaders have joined the Florida Coalition of Black Leaders for Donalds. Among them is Gainesville City Commissioner Cynthia Chestnut, a Democrat whose endorsement demonstrates that his outreach has attracted support beyond Republicans. If elected, Donalds would become Florida’s first Black governor.

For Democratic nominee David Jolly, the challenge involves both presenting an alternative to Donalds and maintaining confidence within his own coalition. Separate lawsuits involving Democratic candidates have brought questions about campaign fairness and accountability into that debate.

Campaign Lawsuits Raise Questions About Fairness

Former Democratic state Reps. Daisy Morales and James Bush III filed separate defamation lawsuits naming the Florida House Democratic Campaign Committee as a defendant.

Bush’s August 2025 lawsuit challenges communications distributed during his 2022 campaign. Morales’ August 2026 lawsuit challenges primary campaign claims about her alleged Republican endorsements and Democratic Party status. Both contend that false communications damaged their reputations and misled voters.

The allegations remain disputed. Ashley Gantt and her attorney have called Bush’s lawsuit baseless. Samuel Vilchez Santiago has rejected Morales’ allegations and characterized her lawsuit as politically motivated.

Beyond the legal disputes lies a political question: Can Democrats preserve relationships with candidates and supporters who believe party campaign resources were used unfairly against them?

Bipartisan Work Produced Results for Constituents

Morales and Bush have documented records of participating in legislation supported by both parties.

Morales and Christopher Benjamin sponsored bipartisan HB 45, joined by 17 co-introducers, including James Bush III. Passed unanimously by both chambers and signed by Gov. Ron DeSantis in 2022, the law supplements federal Post-9/11 GI Bill benefits by waiving remaining tuition and fees for qualifying Florida disabled veterans receiving less than the full federal benefit at eligible public institutions.

Republican former state Rep. Rene Plascencia praised Morales’ constituent service in an August 2022 statement reproduced by FNN:

“She worked hard for her constituents, always trying to find common ground to build relationships off of while never compromising her principles.”

Bush similarly called for solutions that “we can all work together in a bipartisan way” during a July 2026 interview with El Vocero News. He identified housing, education, property taxes and transportation as priorities.

Those examples provide context for evaluating their relationships with Republicans. Legislative cooperation can deliver public benefits without constituting a partisan endorsement.

PHOTO CAPTION: Republican state Rep. Susan Valdés appears with Orange County Democratic political figures and other attendees during a gathering involving the Puerto Rican Bar Association of Florida at the Florida Capitol in Tallahassee. Among those identified are Samuel Vilchez Santiago, Johanna López and Joel Montilla. Valdés left the Democratic Party for the GOP in December 2024. Courtesy photo.

Recent Departures Show the Stakes of Party Division

Florida Democrats have already experienced departures by sitting lawmakers.

State Rep. Susan Valdés joined Republicans in December 2024, criticizing Democratic caucus leadership and saying she felt ignored. Later that month, state Rep. Hillary Cassel also joined Republicans, citing differences over party values, support for Israel and her ability to deliver for constituents.

In April 2025, Senate Democratic Leader Jason Pizzo left the party and registered with no party affiliation after criticizing its direction. Party Chair Nikki Fried rejected his assessment and attributed his departure to personal political ambitions.

Their circumstances differ from the Morales and Bush disputes, but the departures demonstrate that shared party registration does not guarantee lasting loyalty.

Democratic Leaders and Caucus Members Face Questions About Accountability

Repeated news reports about lawsuits challenging campaign tactics and the Florida House Democratic Campaign Committee’s use of resources warrant a public response from Democratic leaders and caucus members.

If those concerns remain unanswered, the party risks deepening distrust among affected candidates and their supporters heading into the general election. Leaders should explain how committee resources are allocated, whether the disputed tactics comply with party policies and how allegations of misconduct are reviewed.

The allegations remain contested, but accountability requires addressing them openly. Party unity depends on fair treatment and credible answers.

Jolly Faces a Test of Policy and Party Trust

Jolly has centered his campaign on housing, health care and education. His proposals include a state catastrophe fund intended to reduce property insurance costs, greater access to primary health care and investment in public schools. Those are campaign proposals whose effectiveness voters must evaluate.

His campaign also emphasizes stronger ethics and campaign finance rules. That platform invites scrutiny of whether accountability standards apply consistently—including when concerns involve Democratic campaign organizations.

Jolly does not control every party committee, and the lawsuits do not establish wrongdoing. Nevertheless, his candidacy faces a credibility test: Can a campaign promising fairer government maintain the confidence of supporters who question fairness within its own party?

His background as a former Republican congressman also highlights the distinction between changing political affiliations and working across party lines. The election will test how voters assess each candidate’s record, proposals and commitments.

Winning a Primary Does Not Secure November

Florida Democrats’ most recent statewide victory came in 2018, when Nikki Fried won the agriculture commissioner’s race. The party has not won a gubernatorial election since Lawton Chiles’ reelection in 1994.

Defeating another Democrat in a primary offers no assurance of defeating Republicans statewide.

Neither Morales’ nor Bush’s lawsuit establishes support for Donalds, and endorsements by individual leaders cannot predict how Black or Hispanic voters will vote.

The political possibility remains: Unresolved grievances could weaken enthusiasm or make some voters more receptive to alternatives. Donalds must turn outreach into confidence in his policies. Jolly faces the parallel challenge of making his case while retaining the trust of the coalition he needs to win.

Artists and artist teams invited to submit qualifications for artwork at the renovated center in Orlando’s historically Black Tangelo Park community

ORLANDO, Fla. (FNN) — The Orange County Public Art Review Board is seeking artists or artist teams to develop artwork for the newly renovated Tangelo Park Community Center, according to a public art call announcing a $28,200 commission budget.

The request for qualifications invites participation from one or more artists or artist teams. Applications must be submitted through CaFÉ by 11:59 p.m. EST on Nov. 4, 2026, according to the announcement.

Art Opportunity in a Historically Black Community

The announcement describes Tangelo Park as a historically Black community with a proud heritage. The artwork will be developed for a community center designed to bring residents of different generations together through social services, recreation and community activities.

The center sits within a midcentury modern neighborhood next to Tangelo Park Elementary School and an adjoining outdoor recreation center.

Renovated Center Expands Community Space

According to the announcement, the renovated community center features a multipurpose meeting space, classrooms, a computer lab and offices. The site also includes an indoor gymnasium, an outdoor pool and solar gazebos available for community use.

The center’s primary purpose is to support county social service programs and recreational activities. Its spaces are also intended to accommodate family programs, community gatherings, art exhibitions, festivals and other events.

The announcement describes the facility as a welcoming extension of home, where individuals and families can gather safely and comfortably.

Application Details

The public art call lists the following information:

• Project: Tangelo Park Community Center public artwork.
• Location: Orlando, Florida.
• Seeking: One or more artists or artist teams.
• Commission budget: $28,200.
• Application platform: CaFÉ.
• Deadline: Nov. 4, 2026, at 11:59 p.m. EST.

Artists interested in the commission should consult the complete CaFÉ listing for submission requirements and additional project details.