Key moments
In a significant political development, Emily Gregory won a Florida special election on March 24, 2026, flipping a state legislative district that includes Mar-a-Lago, the residence of former President Donald Trump. Gregory, a first-time candidate and owner of a fitness company for pregnant and postpartum women, defeated Republican Jon Maples, who had the endorsement of Trump.
With almost all votes counted, Gregory led by 2.4 percentage points, amounting to a margin of 797 votes. This victory is particularly notable as it marks the 29th seat flipped by Democrats from Republican control since Trump took office. The district had been vacant since August 2025, following the resignation of Mike Caruso, a Republican who previously held the seat and won by 19 percentage points in the 2024 election.
Gregory’s campaign focused on the rising costs of living, steering clear of direct attacks on Trump, despite the district’s historical Republican leanings. The election drew considerable attention, especially given its proximity to Mar-a-Lago, which has been a symbol of Trump’s political influence.
In the wake of her victory, Gregory stated, “It’s impacted people’s interest in talking to me about it. He is a constituent. But I am more focused on all 115,000 voters in District 87, not just one.” This comment reflects her strategy to appeal to a broader electorate rather than solely focusing on the former president.
Heather Williams, a political analyst, remarked, “If Mar-a-Lago is vulnerable, imagine what’s possible this November,” indicating that Gregory’s win could signal a shift in voter sentiment in traditionally Republican areas. Ken Martin, a Democratic Party official, added, “Donald Trump’s own neighbors just sent a crystal clear message: They are furious and ready for change.”
Despite the election’s outcome, Trump himself downplayed the significance of the result, stating, “I’m not involved in that.” This comment may reflect his ongoing strategy to distance himself from local electoral outcomes while maintaining his national political presence.
The election saw a total of 115,000 voters in District 87, with Gregory receiving 51% of the votes compared to Maples’ 49%. The results suggest a potential shift in the political landscape of Florida, particularly in districts that have historically leaned Republican.
As the political climate continues to evolve, the implications of Gregory’s victory may resonate beyond the immediate district, influencing upcoming elections and the broader Democratic strategy in the state.
