Best Political Miscalculation Miami 2007 - Frank Bolaños's entire career in 2006
First he supported the ban of Vamos a Cuba, a 32-page children's book that Cuban exiles said glossed over the harsh realities of modern-day life on the island. The ACLU sued the district over the ban and won. Then Bolaños called for an appeal of a judge's ruling to allow the book on school library shelves, costing the district thousands and thousands of dollars. He was rewarded for this stupidity with backing from Gov. Jeb Bush in his campaign for state Senate against incumbent Republican Alex Villalobos (see above). During the campaign, Bolaños tried to use the book for political leverage among his constituents. His antics (namely a chicken suit) escalated that race into one of the nastiest, and costliest, state Senate contests in Florida history. Fortunately the voters in the district were smart and Bolaños was defeated.