Florida Gubernatorial Race: Jerry Demings and David Jolly Emerge as Frontrunners

Democrat Jerry Demings, the Orange County mayor and former sheriff, is revamping his campaign for the Florida gubernatorial race by appointing Robert Silverstein as his new campaign manager. This change comes less than five months before the Democratic primary scheduled for August 18, 2026. Demings has faced challenges in fundraising and endorsements compared to his primary opponent, David Jolly, a former Republican congressman who has recently transformed his political identity to appeal to a broader electorate. Silverstein, who previously worked for New York Governor Kathy Hochul, acknowledged the need for a stronger fundraising strategy and emphasized the importance of connecting with voters on pressing issues like affordability in Florida.

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Polling indicates a competitive Democratic primary, with Jolly generally holding a slight lead over Demings. A January Mason-Dixon poll showed Jolly at 23% compared to Demings' 19%, with a significant portion of Democratic voters remaining undecided. Both candidates are vying to replace Republican Governor Ron DeSantis, who is term-limited. Jolly's campaign has gained momentum following recent Democratic victories in special elections, including the notable win by Emily Gregory in House District 87, which has energized the party's base.

Florida PoliticsJolly and Demings lead Democratic field in Florida Governor's race

Fundraising remains a critical factor in the race. Jolly's campaign reported raising over $3 million in early 2026, while Demings raised approximately $330,000 during the same period. This disparity is compounded by the substantial financial advantage held by Republican frontrunner Byron Donalds, who raised $67 million for his campaign. Silverstein has expressed the need for a "professional fundraising apparatus" to compete effectively against Republicans, acknowledging that the party has historically struggled with fundraising in Florida.

Jolly and Demings lead Democratic field in Florida Governor's race

Despite the campaign shake-up, concerns persist regarding Demings' slow campaign pace and social media presence. Critics within the Democratic Party fear that Jolly may not galvanize the base effectively, echoing the fate of previous Democratic candidates who faced significant electoral challenges. Silverstein has committed to ramping up outreach efforts, including door-to-door canvassing and town halls, to better engage with voters.

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Silverstein stated, “We still have plenty of time before the primary... Prices are too high... There’s an affordability crisis in Florida.” He emphasized the campaign's commitment to presenting Demings as a "reasonable yet steadfast Democrat" who can offer a viable alternative in the gubernatorial race.

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As the primary approaches, both candidates will need to solidify their support among undecided voters and enhance their fundraising efforts. The outcome of the primary will significantly influence the Democratic Party's strategy heading into the general election against Donalds, who currently leads in hypothetical matchups against both Jolly and Demings.

Jolly and Demings lead Democratic field in Florida Governor's race

• “But my message is: We still have plenty of time before the primary.” — Robert Silverstein, Campaign Manager for Jerry Demings

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• “Emily just showed our state — and the entire country — what’s possible when we focus on what really matters to voters.” — David Jolly, Democratic Gubernatorial Candidate

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• “Voters want someone talking about what they’re actually dealing with: insurance, housing, and the cost of living.” — Emily Gregory, State Representative and Jolly Supporter

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