When he reached adulthood, Fish worked for the Walton Company as a
factor. The New York partnership won a contract to furnish
Spanish Florida provisions and supplies when the Royal Havana Company of Cuba was unable to meet the province's demand for trade goods. Illegal trade with the English supplemented St. Augustine's scant agricultural production and the unreliable
situado, or royal subsidy. By 1726, the Waltons were shipping staple items into the port, and Fish eventually became their agent. He and his employers prospered, and although loyal to his Protestant faith, Fish was a respected businessman in the Catholic town of St. Augustine. When Florida was ceded to the British in 1763, almost the entire Spanish population of St. Augustine emigrated to Cuba and elsewhere in
New Spain, being promised restitution, new grants of land and employment opportunities. Many
Floridanos believed that the Protestant English would not permit free practice of their Catholic faith, giving them a further incentive to leave. More than 3700 people embarked from the
presidio of St. Augustine and its outposts between April 1763 and February 1764. The
Floridanos were allowed by the terms of the Treaty of Paris to sell their property to English subjects within a period of eighteen months, but few buyers were found, Because the incoming British soldiers had little money, and civilian settlers hoped to receive outright grants of land from the British Crown, few of them were interested in acquiring Spanish real estate. Under these conditions and with the uncertainty of future sales, Puente was eventually compelled to transfer all the unsold Spanish property to an agent who would represent its owners. In July 1764, most of the houses, lots, and lands, amounting to almost 200 estates in and around St. Augustine, were conveyed from Puente to Fish. This agreement with the Spaniards was fraught with peril for Fish; it was an illicit transaction, and as a British subject he could be charged with treason if it was discovered. Fish previously had been involved in another illegal enterprise: in the autumn of 1762, when St. Augustine was bereft of supplies, Fish, Puente, and
John Gordon, the well-to-do Scottish Catholic merchant from Charles Town, had smuggled provisions in from South Carolina to prevent the settlement from starving. This was an act of treason for British subjects in a time of war between England and Spain. Even so, by 1765 Fish controlled most of the property in the city, holding more than one third of the lots and more than one-half of the private houses. Fish bought some of the properties for his own investment portfolio, paying low prices for the city plots he intended to sell later. Substantial property in St. Augustine was purchased in the names of Jesse's uncle, Jacob Kip, William Walton, and Enoc Barton, who had lived with Fish and his son as a youth. Most of the remaining houses and lots were purchased individually by English settlers needing homes for their families. Fish also acquired more than forty two acres of land outside the presidio, about one-fourth of the occupied area, while a few English speculators secured the rest of the available property surrounding the town for future sale. A total of 185 structures and lots were appraised at over 6,000 pesos; he obtained control of several church properties as well. In the confidential arrangement with Puente, Fish agreed to dispose of the unsold properties when immigration increased and after real estate prices recovered, even beyond the time constraints imposed by the Treaty of 1763. The proceeds, minus his realty expenses, were to be paid through Juan Puente. Fish's critics accuse him of failing to transmit some of the receipts and of charging exorbitant fees, taking advantage of the
Floridanos for his own profit. Fish insisted that he acted honestly and that he in fact suffered great financial losses for his efforts. Fish acquired the largest accumulation of realty holdings in colonial St. Augustine—only the
Crown of Spain controlled more property in the Floridas than he. Between 1763 and 1780 he transferred the titles of 138 estates, some of which were traded several times. His realty business prospered during 1763–1770 when he sold ninety-five separate pieces of property. Then in 1774–1778 when British Loyalists were moving south to Florida, and the
Minorcans of
New Smyrna fled Dr.
Andrew Turnbull’s colony, St. Augustine was full of refugees in need of housing. The shortage of housing increased property values, and Fish’s real estate office again thrived, but he apparently did not maintain proper accounts, and later regretted not having necessary records. His old friend, Luciano de Herrera, compiled a long report describing many of his real estate transactions which was issued only in the last years of his life. contains entries of debits and credits, realty sales records, and lists of local proprietorships. It is likely Luciano de Herrera collaborated with Fish to prepare such a comprehensive document. In some of the transactions recorded, Fish's service fees exceeded the closing prices of the property. Loans, repairs, and various other charges were also counted as debts owed Fish by the
Floridanos, whom he represented for exorbitant rates. The "Accounts" indicates he disposed of all the unsold property at a profit, yet despite his multitude of financial dealings, no records have been found of payments made to any of the former Spanish inhabitants. It is possible Fish paid the Spaniards on one of his several trips to Cuba; in 1766 Governor Grant gave him permission to sail on the pilot boat
Dependence to Havana to settle some of his accounts, but the results of that trip are not known. A petition made by Fish to the Crown of Spain in 1789 alleged that he had paid some of the former property owners, but he also admitted outstanding debts of "many thousands of pesos". Subsequent testamentary proceedings in the St. Augustine judiciary supported his contention of having made some payments. Many of his creditors had died in Cuba during the epidemics of yellow fever which struck the island, but more of them survived to confront Fish later. Some of the
Floridanos, their heirs, or representatives eventually returned to Florida to reclaim their properties or seek the compensation owed them. The secret compact with Puente had been made in order to prevent the properties from being forfeited to the crown at the expiration of the period allowed; however, the sale was not recognized as valid by the Spanish authorities upon their return in 1783. The 185 lots thus reverted to the King of Spain, and were sold at auction on terms very favorable to the purchasers. Fish was frustrated in some of his other land speculations: his claims to additional lands in partnership with John Gordon were disallowed by British officials. Gordon was a merchant and slave trader The two partners purchased largely from the outgoing Spaniards, but the British authorities refused to allow the deeds to be recorded. These officials disregarded entirely the conveyances of the church property, and proceeded to take possession of it in defiance of the provisions of the
Treaty of 1763. Because the Spanish monarchy had proprietorship rights in the
patronato real relationship of church and state, those same prerogatives were claimed in the name of the English monarch, who had assumed sovereignty in Florida. All
tierras realengas (royal lands) in St. Augustine, including the church estates, thus reverted to the British Crown. The Catholic Church and the two speculators were subsequently required to turn over the buildings and all the land in their transaction to the British government. On orders from England, the Spanish bishop's house was seized for use of the
Church of England, and the Convent of St. Francis, which had the best well in the town, was taken to house British troops, extensive barracks being erected on the old foundations. Early attempts to colonize British East Florida were hindered, particularly in St. Augustine, the capital of the province, by speculators like Jesse Fish and John Gordon who held such great tracts of land in their possession. Fish and Gordon claimed ownership of a huge section of 4,600,000 acres on both banks of the
St. Johns River, as far south as
Ponce de Leon Inlet and westward as far as Alachua, and including a considerable portion of the Tampa Bay area. The Commissioners for Trade and Plantations rejected the validity of Fish and Gordon's "pretended purchase", telling their agents it was inconsistent with the spirit of the Treaty of 1763. Governor
James Grant refused to confirm their grants and distributed the property to actual settlers. and a voyage to England, John Gordon obtained some compensation. According to contemporary accounts, Fish purported to be the sole proprietor of
Santa Anastasia Island, located across Matanzas Bay from St. Augustine. The island comprised 10,000 acres stretching along fourteen miles of the coast from the city south to
Matanzas Inlet. Fish built the great house of his plantation, El Vergel (the Orchard), on the island in 1763, where its orchards and orange groves produced abundantly for decades. Tens of thousands of barrels of sweet oranges and hundreds of barrels of orange juice were eventually exported from the plantation, and before the end of the
British Period, Jesse Fish was renowned for the quality of his citrus fruit. In the 1770s his oranges were popular in London, and were in high demand there for the making of shrub, a mixed drink with alcoholic spirits, sugar and juice. In a letter dated August 10, 1830 and published in the
Southern Agriculturist,
George J. F. Clarke, a planter whose family had owned a plantation on the
Matanzas River since 1770, described the careful picking and handling of the oranges grown by Jesse Fish and shipped safely to London, where they had found favor for their sweetness.
André Michaux, appointed royal botanist to King
Louis XVI in 1785, was sent to North America the same year on a mission to make the first organized investigation of American trees and plants that could be of use to French building and carpentry, medicine and pasture forage. On March 12, 1788, he began a botanizing trip on the east coast of Florida at El Vergel, having heard of its elaborate gardens with lemon and sweet orange trees, and of Fish's experiments with growing olives and dates. Michaux called the place a paradise, and went so far as to call Jesse Fish the most hard-working and industrious man in all of Florida. Fish depended on the labor of African slaves to work his plantation, owning seventeen of them in 1786-1787; by the beginning of the
Second Spanish Period in Florida, Santa Anastasia Island had become a
hacienda used for cattle ranching as well as the cultivation of sweet oranges, and hundreds of wild horses ran free there. ==Later years==