My long-time preoccupation with hotel history reveals one continuous strand: the achievements of unique entrepreneurs who created singular hotels one at a time. These pioneers were not by subsequent definition, “hotel men”. They did not attend hotel schools because there were none until 1924 with the creation of the Cornell School of Hotel Administration. Most of them did not grew up in the hotel business but became successful because of their varied on-the-job training experiences, business acumen and unexpected opportunities. Their tradition-breaking vision and single-minded ambition led them to create iconic hotels. My research has uncovered three such hotel mavens two of whom 1) were both essentially in the railroad and steamship business 2) were friendly competitors 3) concentrated their hotel creations in the State of Florida: Henry Morrison Flagler, on the east coast and Henry Bradley Plant on the west coast. The third maven was Carl Graham Fisher who created Miami Beach and Montauk, Long Island, N.Y.