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Over five centuries ago, fabled conquistador Juan Ponce de Leon became the first European to place his espadrille on North American soil... yet it would take three more of those centuries the steamy, sunny peninsula he claimed would be host to any permanent European society. Florida was thus the first American state to be explored, yet the last to be settled. Colonial Florida presents a compelling question: what goes on here? The answer involves fisher-kings and filibusters, pirates and planters, Muscogees and Maroons, and many, many eccentric Florida Men.

Liam and Russian Sam are joined once again by Jackson (@GraceCthdralPrk) for the first in a series on the Sunshine State — probably the most peripheral of the Lower 48, yet fundamental to American history, from the unsteady beginnings of colonialism to the ravages of Andrew Jackson and eventually the 20th-century triumph of air conditioning, swamp-draining and beachfront real estate. This episode of Gladio Free Europe examines Florida in its long early days as a permanent borderland, a place contested by shifting configurations of European authority who never had more than nominal control over its swampy ground. This unique situation allowed Native American states to have longstanding levels of autonomy, from the Calusa kingdoms of the 16th century to the multiethnic Creek and Seminole confederations of the 19th. Although Florida would experience major political and demographic changes from 1513 to 1821, it would remain the eternal frontier. From Ponce de Leon through Andrew Jackson, no conquistador could fully quash Native resistance, and all colonizers had to afford legal rights and human dignity to the large numbers of free people of color residing in Florida. Though Europeans quickly found there was no fountain of youth and no cities of gold, rumors of exotic riches and fruitful soil continued to inspire generations of swindlers and swashbucklers.

Join Gladio Free Europe to see how all of these factors contribute to the myth-making of the Sunshine State, the most desired and most disreputable appendage to America.

Ending music is Harden Stuckey's "The River St. Johns" as performed by Jake Xerxes Fussell. The diva in the episode art is the Key Marco Cat, a timeless icon of Calusa craftsmanship.