So here's a fun political tidbit for your Tuesday: Democrats just flipped a Florida state House seat that literally includes Donald Trump's Mar-a-Lago estate. It's like winning a basketball game on your opponent's home court, but with more palm trees and presumably better catering.
Democrat Emily Gregory, who runs a health and fitness small business, beat Republican Jon Maples, a financial adviser who had Trump's endorsement, in the special election for House District 87. The Associated Press called the race. The seat opened up after Governor Ron DeSantis appointed the previous Republican holder, Mike Caruso, to be Palm Beach County clerk and comptroller last August.
Now, here's what makes this interesting. This isn't some blue bastion. Trump carried this district by 11 points in 2024. Caruso won it by a whopping 19 points before he left. So flipping it is... a thing. It's a symbolic victory right in Trump's backyard, a data point in a run of Democratic overperformances in special elections lately.
And yes, in a twist that writes its own joke, Trump cast his mail ballot for Maples despite his years of railing against mail-in voting. The irony is not lost on anyone.
South Florida's Political Split Personality
Florida politics are never simple. While Trump won this House district comfortably, Kamala Harris actually eked out a win in the broader Palm Beach County by less than a point in 2024. The district itself sits in territory represented in Congress by both a Democrat, Lois Frankel, and a Republican, Brian Mast. It's a politically mixed-up place, which maybe makes an upset a little less shocking, but still significant.












