Independent work and letter of marque

Material documenting his early incursion in the business world are scarce.^[30] In 1701, Enríquez began working as a salesman for governor Gutiérrez de la Riva.^[31] It was under this governor that he would go on to become a privateer.^[30] Like those that preceded him, Gutiérrez was appointed due to his military experience and his inauguration coincided with the War of the Spanish Succession arriving with a direct order to evaluate the cost of building a new vessel to "extinguish the commerce of [...] foreigners" that had reportedly engaged in piracy and other acts that threatened the Spanish economy.^[32] Within a month, he responded with a report suggesting a system that operated between privateers and a ship to guard the coasts.^[32] Both the geopolitical environment and the economic difficulty of the colony made privateering a successful and lucrative venture, both for the individual and for the government itself.^[33] Gutiérrez proposed the construction of a new boat for the sole purpose of plundering enemy ships, with half of the loot destined to the Crown and the remainder being distributed among the crew.^[32] This initiative was accepted and by 1704 the process was underway, with the ship being completed in 1707.^[34] Gutiérrez needed a front man for this operation and Enríquez was eventually selected, his race allowing for a safe scapegoat if the privateering resulted in conflicts between the local government and Spain.^[35] He proved successful in this venture and within a year his role had grown. Only two years after Gutiérrez took office, Enríquez already served as the governor's delegate and owner of vessels under his command.^[35] These first actions were done independently, albeit with the government's compliance.^[35] However, by 1704 Enríquez was already being listed as a privateer, receiving an official letter of marque.^[35] His move from a salesman to an influential merchant and privateer was unusually fast, despite the experience that he had acquired during his time working for the governor.^[36] Gutiérrez was instrumental in accelerating the success of the privateering venture, even allowing him access into a monopoly that he had created to run the local commerce through front men.^[36] Based on these actions, it is possible that the governor mentored Enríquez personally, providing him with resources.^[37] Multiple invasion attempts by enemy countries further fueled privateering operations, the Spanish West Indies were constantly being besieged by England, Denmark and the Netherlands.^[38] The Spanish Crown did not take these threats lightly and ordered Gutiérrez to prepare for an hypothetical scenario, which ultimately proved to be a false alarm.^[38] Despite the outcome, this mentality lingered, facilitating the war acts of the privateers. A year later, England actually tried to unsuccessfully invade Puerto Rico, landing within the vicinity of Arecibo.^[39] With the War of Succession repercuting in the Caribbean, the actions of Enríquez were seen in a positive light.^[40] Soon afterwards, French corsairs arrived at San Juan as allies, protected by the Crown with orders to be cared for.^[40] However, these foreign vessels were being used to import contraband, which combined with a general animosity due to previous conflicts between these nations, further fueled the need to stabilize the economy by supporting local privateers.^[41]

On July 23, 1703, Gutiérrez died in San Juan.^[41] Despite his connection, Enríquez was generally ignored by the members of the elite that opposed his rule and the privateering operation continued.^[42] Gutiérrez's death brought forth a period of instability of five years, during which Puerto Rico had nine governors.^[43] This favored Enríquez, who continued to thrive in the shadows. Most of them were simply interim governors and due to their short time in office, none were able to pay any attention to his growing success.^[44] When Pedro del Arroyo was sworn, Enríquez tried to buy his favor by paying the voyage.^[45] However, Arroyo died shortly afterwards, preventing a notable profit from this partnership.^[45] Despite this, Enríquez actually paid for the funeral service and even provided the black clothing for the servants.^[46] Despite his distinction, the former governor was not economically stable and his family was moved into the privateer's house.^[46] One of the late governor's sons, Laureano Pérez del Arroyo, lived with him until his adulthood, when Enríquez requested that he was promoted to the rank of captain.^[47] In time, Pérez del Arroyo would become of his most vocal enemies.^[47] Eventually, as his wealth and influence grew Enríquez inherited some of Gutiérrez's old enemies, including the high class Calderón family.^[42]

Constantly serving the Crown, he quickly became the top privateer in Puerto Rico.^[48][49] In a letter sent on February 14, 1705, the work done by two ships owned by Enríquez in the waters of Puerto Rico and Santo Domingo is praised.^[50] King Phillip V expressed satisfaction and encouraged the continuation of this labor, not without claiming the weapons captured from his victims.^[51] During this timeframe, Enríquez generally operated with only two vessels at once, often replacing those lost.^[52] Among those, several were captured by foreign countries including seven sloops, a schooner and a brigantine.^[52] Authorities from Curaçao caught the sloops San Nicolás, Santa Bárbara and La María (with British help), along the unnamed schooner.^[52] The ship known as Popa Azul was captured off the coast of Puerto Rico by the Netherlands.^[52] An unnamed sloop was captured by England near Santa Cruz, following three days of conflict.^[52] Others, including a brigantine, were lost due to other causes. Enríquez usually kept his fleet well staffed, with these vessels being manned by 100–200 sailors.^[52] Due to the fact that privateers were not required to report the names of the ships captured to sell their loot, few of the fleet's victims are known. However, it is known that he captured an average of two victims for every vessel lost.^[53] One of his ships, named Santo Tomás, was involved in a controversy when its captain, José Rodríguez, ordered to board a Spanish sloop that was leaving a St. Thomas port. Rodríguez tried to justify his action by stating that the vessel was leaving a non-Spanish harbor and could be carrying contraband, but was still jailed in Santo Domingo for some time.^[53] Santo Tomás had actually left Puerto Rico ordered to attend the frequent contraband arriving from that island, only receiving a mild authorization from Enríquez, who was sick and decided not to oppose the will of the establishment.^[54] Not opposing the governor would prove to be a mistake, since the audience that discussed the case decided to place all the blame on him and Rodríguez.^[54] From this moment forward, Enríquez changed his approach, portraying himself as a loyal subject and offering his resources without question, only to play the circumstances to his favor.^[55] On December 12, 1704, the Crown authorized the establishment of a route between Puerto Rico and the Canary Islands, which would carry 150 tons of fruit.^[55] However, this route remained stale for two years. The government did not possess such a ship and was forced to ask Enríquez to loan it one of his.^[55] He did not oppose the request and the vessel arrived to Gran Canaria, with the merchandise having survived a storm and a rough voyage.^[55] Enríquez continued to operate this route, repeating the action a year later. However, the Council of the Indies suspended it, claiming that no ship smaller than 50 or 60 tons should travel between Puerto Rico and the Canary Islands citing strategic affairs.^[56]

Caballero and Captain of the Land and Seas

In 1707, Enríquez issued a letter to the Spanish king stating that he had placed two vessels near the Leeward and Windward Islands to guard their coasts.^[44] He also emphasized his loss of six other ships in battles against opposition from Jamaica and Curaçao.^[44] Enríquez requested to be placed in charge of a company based there or in the adjacent locales of Havana or Cartagena.^[44] The War Board of the Indies ignored his request, and some members even argued that to extend his stay in Puerto Rico he should only be recognized as Captain of the Sea, instead of the higher title of Captain of the Sea and War.^[57] The authorities could not jeopardize the success attained by Enríquez's privateering fleet, which has gathered positive feedback from the local government.^[57] However, they could not reward his efforts with a lesser title either. Following a heated debate, the Board decided to grant him the title of Captain of the Sea and War.^[58] Enríquez actually planned this outcome, organizing his local influence so that the communications that reached the Crown were largely positive.^[59] This correspondence was being sent years before this, by 1705 these letters were granting him the responsibility for controlling contraband and pirates in the coasts of Puerto Rico.^[60] With the delay or failure to arrive of the Real Situado, the governors were forced to collect money from the wealthier residents to make do.^[61] Enríquez loaned money to the government since 1705 and noted this when issuing his requests.^[62] He was officially recognized as Captain of the Sea and War on July 11, 1710.^[58] By then Enríquez had become notably active in defending both Puerto Rico and the other Spanish interests in the Caribbean.^[61] His privateering fleet had become such a key to local stability that they were the ones responsible for safeguarding the residents when storms or famine struck the island.^[62] He continued to loan money to the government, advancing a sum of 11,497 pieces of eight between 1708 and 1712.^[62] By 1708, Enríquez had become a renowned man, gaining the attention of Phillip V himself due to his work.^[56] That same year, one of his ships brought the loot of a British vessel captured off Tortola to the port of Cumaná.^[56] The authorities forced the privateers to sell the cargo in their port and retained two thirds of the earnings.^[56] Enríquez was angered by this development and contacted the king, who responded by ordering a full restitution.^[56]

After five years of instability, the Crown appointed a sailor and merchant named Francisco Danío Granados as governor of Puerto Rico.^[63] It is possible that Enríquez already knew him through Gutiérrez, who purchased merchandise from his company.^[64] Like those that preceded him, Danío wanted to quickly gain a profit. As a dominant local merchant, this appointment would normally threaten Enríquez, but it seems likely that he was involved to some degree in the election process.^[64] He went on to donate 4,000 pieces of eight before Danío' was sworn into office and provided an additional sum of 300 as a gift.^[64] Two months before the new governor took office, the vessel ordered during Gutiérrez's term docked at San Juan.^[45] Danío quickly tried to recruit a crew for it, but was largely ignored by the Puerto Rican sailors, who could earn a better profit by working independently as privateers.^[65] Furthermore, Enríquez likely felt that this would affect his business and conversely sabotaged the recruitment.^[65] This convinced Danío to order it to sail to Cartagena in search of a crew, which later mutinied during the return trip forcing a change in course that ultimately led to the vessel being lost.^[66] With this struck of luck, Enríquez's business was now secure and he quickly pursued the favor of the governor, forming a mutually beneficial alliance.^[66] Under these circumstances, Danío formed a pseudo-commercial alliance with the privateer.^[66] On occasion, they staged the capture of a vessel so that merchandise could be sold without taxes or restrictions.^[66] With mutual complicity, they then shared the profit in even halves.^[66] However, any losses would fall on Enríquez. Eventually, Danío ordered the construction of a brigantine and registered the vessel under both of their names.^[66] The ship was captured and Enríquez was forced to use his own money to recover it, once again registering it under both names.^[67] A vessel named La Aurora was registered in a similar fashion and the earnings of its three voyages were divided equally.^[67] Other of his sloops, such as San Miguel and Los Montes, served a similar purpose.^[67] Enríquez also bought a sloop in Cádiz for the sole purpose of transporting the governor' nephew, Jacome Danío.^[67] From that moment onwards, the fleet would be dispatched without question for any purpose that the governor requested. Among the missions issued by Danío, Enríquez sent ships to guard the local coasts and capture contrabandists.^[68] They also served the Crown in other assignments, such as providing transport to stranded Jesuit priests.^[68] He went as far as paying some of the governor's debts and helping members of his family.^[69] These actions costed Enríquez money and men, but for some time served their goal of earning him the favor of Danío.^[67] The privateering business continued to grow under this model. By 1710, Enríquez built a brigantine to add to the fleet in his own shipyard.^[70] This dockyard was also used to repair other vessels, especially those that belonged to the Crown.^[71] On April 6, 1710, Danío requested that one of Enríquez's ships was used to transport important documents to Spain.^[72] A sloop named La Perla was chosen for this task, carrying some loot gathered through privateering and also ferrying five prisoners that had been sentenced to death.^[73] The vessel docked and immediately received a license to sell the unregistered loot, earning a second license that allowed it to import European merchandise in its return voyage.^[73] Enríquez continued to strengthen his reputation locally, taking over the cost of repairing the fortifications and supplying the military hospitals.^[74]

Enríquez pursued the rights to become the Royal Guinea Company sole representative in Puerto Rico. Established in 1701, this entity served as a major slave trader and became the only one sanctioned by the Spanish Crown to do business in their American colonies.^[14] On May 16, 1710, he officially completed this goal, signing a loan contract with the company's general director, Juan Bautista Chouirrio.^[31] With this accord, Enríquez became a major slaver in the territories of Puerto Rico, Trinidad, Margarita, Cumaná, Cumanagoto and Maracaibo, also permitting the acquisition of slaves from adjacent islands such as Jamaica, St. Thomas and Curaçao depending on convenience.^[31] Under this agreement, he was able to import 40 African slaves per year, which he could sale under his own criteria.^[31] The contract lasted for three years and it also provided exemptions for clothes and maintenance.^[31] With the liberty to purchase these from any port in the Caribbean without right charges, it is likely that this was further exploited to import products at cheap prices, providing a large margin of profit.^[75] For every peça sold, Enríquez paid 100 pieces of eight, which were combined with an additional fee of 4,000 per year.^[76] Danío was involved in the transaction (which would also prove convenient for him as an official of the company) and along the other parts, an accord to secure that wins and losses were divided into three equal parts between them.^[76] Enríquez was jubilant with this development and proposed public celebration to commemorate it.^[76] He held the contract for a period of four years, leading 19 voyages under the premise of acquiring slaves and maintenance for them. Most of them were destined to St. Thomas. However, only ten of these incursions returned with new slaves for a total of 96, the others were used to import 109 barrels of flour.^[76] This cereal was supposedly bought to feed his slaves, but instead it was sold to the wealthier classes for profit.^[75] It is presumed that other odd products acquired under this premise, such as wine, beer, sugar, aguardiente, cocoa, paper and even copper, were sold in similar fashion.^[77] His enemies were quick to publicly denounce this practice, albeit with some exaggeration.^[77] Years later, these rights were supplanted despite the protests of Enríquez.^[78] In 1713, the Royal Guinea Company lost its status and was instead replaced with the Royal Asiento de Inglaterra.^[78] Enríquez immediately pursued a position within this new entity and quickly coordinated moves with some friends, Santiago Gibbens in St. Thomas and Felipe Henríquez in Curaçao, to establish a new business model once he acquired these rights.^[79] To further secure the success of this venture, Enríquez offered gifts and even stakes to people that were already involved with the company.^[80] In June 1718, attorney in fact Tomás Othey granted him the title of factor and completed a loan contract. Enríquez was only able to employ this office until September, experiencing a series of complications based on international politics.^[81] During this timeframe, Othey himself imported slaves through the South Sea Company.^[82]

He took over as Puerto Rico's main supplier, both of food and military supplies, quickly becoming indispensable to the well-being and functionality of the government.^[83] However, his tactics did not settle well with the higher classes, who began indirectly accusing him of bribery.^[83] Despite this, the Crown was glad to accept any help, knowing that despite operating on for his own interests, Enríquez had become a vital figure in the Caribbean.^[84] In 1712, Danío wrote to Phillip V requesting a recognition for these achievements.^[84] The king consulted the Council of the Indies, which proposed that Enríquez should receive the Medal of the Royal Effigy (Spanish: "Medalla de la Real Efigie")^[12] which knighted him as a Caballero of Spain.^[84] The award was officially presented on March 12, 1712.^[85] This awoke the ire of the higher classes, who could not fathom how a mulato could receive such a recognition.^[85] Enríquez was the first Puerto Rican presented with this distinction and also received the honorific of Don.^[85][86] From this point onwards, this title preceded his name in any official documentation.^[85] However, his adversaries intentionally avoided employing the honorific.^[85] The following year, Enríquez was granted a Royal Auxiliary Identification Document, which allowed him to overcome the arbitrary restrictions that he encountered in some Caribbean ports.^[87] This rare privilege shielded him from the authorities of the other Spanish colonies, redirecting any conflict to the tribunal of the Council of the Indies.^[88] By the end of his five-year term, Danío had earned 55,179 pieces of eight, more than five times the amount that he would have earned by solely fulfilling his office.^[69]

Between 1709 and 1714, Enríquez's fleet captured six British victims and nine ships belonging to the Netherlands.^[71] Besides assaulting the enemies of Spain, they also seized five vessels from the adjacent Virgin Islands.^[71] The loot acquired included clothes, food and money.^[71] During this timeframe, Enríquez's fleet also included La María, San José, La Gloria, La Perla, San Antonio, Los Montes, Nuestra Señora del Rosario and El Jenízaro.^[71] He frequently recycled these names for other vessels.^[71] Of them, La Aurora was the first known to operate outside the Caribbean, capturing El Príncipe de Asturias off the coast of New England in 1712.^[89] Despite the fact that Enríquez worked under a Spanish letter of marque, La Aurora was actually flying a British flag and operating under forged documents, selling its loot at Guadalupe.^[90] Two years earlier, Enríquez had ordered his ships to stalk this British colony.^[89] In 1714, San Miguel captured a British frigate in Philadelphia and brought it to San Juan.^[89] By this time, Enríquez had established working relationships with several merchants from non-Spanish territories.^[91] Santiago Giblens and Felipe Henríquez remained his principal foreign associates.^[91] By legal definition, the Crown recognized all of them as contrabandists.^[91] To avoid this, Enríquez created a system that allowed him to import their merchandise while labeling it as privateering goods.^[92] He ordered his associates to send loaded ships towards the open sea and with prior knowledge, sent one of his own to stage a capture.^[92] Then the crew of his partner would safely return home in another vessel.^[92] Enríquez took this approach with extreme precaution, asking that the letters discussing these plan should only be carried by a trusted person that could handle them personally.^[92] To this ends, he employed his contacts within the Catholic Church and the captains of his ships, all of whom would protect him.^[93] Besides this, the other parts were cautioned to avoid discussing these transactions even with close friends.^[92] To ensure that they remained loyal, Enríquez often offered them gifts.^[94] These were usually jewels or similar items, but on one occasion he returned a ship named La Anaronel, that had been captured by La Perla, back to the governor of St. Thomas to avoid conflicts with Giblens.^[94] Enríquez secured this alliance by also offering a loaded vessel as a gift to his associate.^[95] He rewarded his connections within the Church by importing items not found in Puerto Rico through these deals.^[95] Furthermore, Enríquez requested that a jewelry in Barbados made several diamond rings, for both sexes, which he also used as gifts.^[95]

Silver shortage and feud with Ribera

The Situado was Puerto Rico's main source of silver coins, by dominating it Enríquez guaranteed complete control over the local market.^[96] However, this move was complicated and the only way that he could accomplish it was by involving the governors and other royal representatives, forming a mutually beneficial endeavor.^[96] He sold his privateering goods priced with Billon real coins, which were then used to pay the military.^{[nb 2][96]} By the time that the silver coins of the Situado arrived to pay the military, they had already been paid and the silver was paid back to Enríquez.^[97] By doing this he not only gained local dominance, but was acquiring a type of coin that would be accepted in all foreign markets.^[96] However, this was not without problems, since the Situado was often late or incomplete, Enríquez would often face problems with liquidity.^[97] In at least one occasion, this resulted in the confiscation of an account worth 4,000 pieces of eight.^[98] Due to this, he experienced anxiety and would often issue letters requesting his associates to be patient and even requested credit until the silver arrived.^[97] Tired of operating at a loss, Enríquez created a plan by himself. When the governor of Curaçao proposed an exchange of European goods, he employed Felipe Henríquez as his representative and the three of them evaluated the creation of a unique structure to acquire the desired silver.^[99] The governor and Felipe would provide the capital, while he would employ his ships, the profits and losses would be shared equitably.^[99] Enríquez would send one of his ships under the excuse of privateering, but in reality the vessel was going to dock at Curaçao and would load with European merchandise.^[99] From there, the ship would travel to Veracruz, where the items would be sold as privateering goods in exchange for silver.^[99] To hide this from view, the vessel would return to San Juan loaded with some merchandise.^[99] The following voyage would be similar, albeit with a scale at La Guaira, where they would load with cocoa before traveling to Curaçao.^[99] After traveling to Veracruz, they would only sell the European items, with the cocoa being introduced to Puerto Rico as privateering goods.^[99] Enríquez expected to organize at least two yearly voyages under this format and even proposed the construction of a larger vessel, which would be boarded in the Curaçao scale.^[99]

However, the plan was brought to a halt with the arrival of the newly designated governor, Juan de Ribera.^[100] On July 18, 1711, he was officially appointed by the king, but he could only take office when his predecessor's term was over.^[101] Prior to arriving to Puerto Rico, Ribea and Enríquez exchanged friendly letters.^[101] The privateer lowered his guard, expecting to have a productive relation with the future governor.^[102] While exchanging letters, Enríquez spent over 20,000 pieces of eight as gifts and other considerations and even lent his best vessel, La Gloria, so that Ribera could arrive.^[102] He also made sure that La Fortaleza was fitted with supplies to last several months.^[103] Ribera arrived to San Juan on December 23, 1713, replacing Danío. Enríquez was confident that with his previous actions he had gained the governor's favor, but noticing that his ship arrived fully loaded likely offered an early warning that the functionary actually intended to compete with him.^[103] Ribera had manipulated the privateer, projecting a benign posture to avoid waking any suspicion.^[104] Having spent the two years after being appointed in the adjacent Cumaná and Margarita, the governor had observed the models used in the Americas and established connections, also becoming familiar with Enríquez's own modus operandi.^[104] Shortly after taking office, Ribera attempted to eradicate privateering from Puerto Rico for his own benefit.^[100] He quickly employed his connections in attempts to take over Enríquez's market.^[105] After completing his first term, Danío left his entire fortune in charge of Enríquez, while he returned to Spain.^[7] They agreed that the money would be sent there when needed. However, the arrangement was difficult, since the money was filtered by small quantities or failed to arrive at all.^[7] Ribera would employ the privateer's own model against him, mimicking several of his tactics, albeit in a more aggressive fashion.^[105] Considering Enríquez a direct adversary, the governor intercepted his mail and took over profitable associations.^[106]

Ribera systematically stripped Enríquez of his belongings, also launching a campaign to discredit him among Spanish merchants.^[15] The governor took control of the shipyard and used it to construct a sloop, a brigantine and a schooner.^[70] The animosity between both was fueled by the fact that no side was willing to recognize the authority granted to the other. On one occasion the governor asked him to certify (on behalf of the Royal Guinea Company) that a ship had not returned, after it arrived from St. Thomas loaded with an illegal haul, but Enríquez refused to commit fraud.^[15] Due to the pressure involved, he was ultimately forced to do so. However, Enríquez visited the Secretary of Government, who served as a witness of the act.^[107] The same occurred later with a ship that arrived from Trinidad, but this time he firmly refused, claiming that he was willing to risk his life if that meant conserving his honor.^[107]

During this administration, a new treasurer was appointed to Puerto Rico, José del Pozo Oneto.^[108] Enríquez had tried to win the functionary's favor when he arrived, providing slaves and several other gifts.^[109] The first year of his incumbency was nominal, however, in early 1717 a series of conflicts between them became apparent.^[110] According to a witness account, these differences began when Enríquez refused to loan 4,000 pieces of eight that Pozo wanted for personal matters.^[110] Another factor could have been that the treasurer owned several stores in San Juan and was competing with the privateer in auctions.^[111] Eventually, Pozo sided with another man that was battling to gain power, dean Martín Calderón.^[112] Throughout Ribera's term, the elite class of San Juan launched a disparaging campaign, offended by the fact that a mulato had essentially become the most influential figure in Puerto Rico.^[113] They would constantly address the Spanish Crown and accused him of smuggling, a notable concern during the era, or attempted to disregard his privateering skills.^[114] The high class group that led the campaign was the Calderón family, to which the dean belonged.^[115] It is likely that these differences materialized years before, but that these groups were simply waiting for the opportune moment to act on them.^[116] Despite their status, the Calderón family was notorious for being involved with contraband and Ribera allied with them to pursue his own goals.^[117] The family even employed the influence of one of his members to create divisions between Enríquez and the newly arrived bishop Pedro de la Concepción Urtiaga.^[118] He was able to counter these accusations following the arrival of a prelate that favored him, neutralizing their influence.^[118]

With the Calderón family on his side, Ribera decided to ignore all of the remaining families due to internal divisions.^[118] The governor went as far as eliminating any group that may threaten his intentions of creating a commercial monopoly.^[118] Ribera, unable to directly confiscate Heríquez's fleet and wealth due to the Royal Auxiliary Identification Document had decided to employ indirect tactics to drive him off business.^[119] Towards these ends, Ribera forced Enríquez to provide his employees and resources for free.^[120] The governor exploited this to create his own fleet, with the intention of completely overtaking the privateering venture.^[120] Ribera also made sure that Enríquez's fleet was constantly occupied in menial or redundant tasks, requesting their service 19 times.^[121] The authorities seized the best ship of the lot, La Gloria, never paying the sum that it was worth.^[122] Another form of physiological warfare employed by the governor was keeping the fleet perpetually docked with the constant denial of privateering licenses and the frequent ruling that its captures were "not fair game".^[123] Only five licenses were granted and Ribera also confiscated the entire profit of legitimate privateering incursions, citing that the loot belonged to the Crown due to his personal authorization.^[124] This inactivity concluded with several of Enríquez's men deserting and becoming pirates, only to return days after to antagonize the governor.^[125] These pirates also boarded one of his former employer's privateering sloops.^[126] The conclusion of the War of Succession complicated matters more, since French men were now forbidden from working as corsairs for Spain.^[126] This meant that a large portion of the sailors working for Enríquez's fleet were expelled.^[127] The bishop quickly took notice and denounced these actions, avoiding the mail interception of the government.^[120] After briefly considering a relocation to Santo Domingo, Enríquez launched a counterattack.^[128] He proposed to the local authorities that they should speak on his behalf, accomplishing this through several figures, including Danío.^[128] Ribera was accused of creating a contraband bank before the king, while accountant Antonio Paris Negro highlighted Enríquez's work.^[129] These frequent letters began to tip the balance in the privateers favor, but time favored the governor.^[130] Based on this, Enríquez granted Danío the rights to serve as his extra-official representative and provided him a vessel in which to travel to Madrid.^[130] Ribera attempted and failed to block the voyage, but succeeded in stalling it and forcing an additional scale.^[130] Once there, Danío acted to expose Ribera and pursued a return to office.^[131] Locally, Enríquez convinced functionaries to send complaints devised by himself while portraying them as being personal.^[131] Paris Negro was a prominent member of this initiative.^[131] Furthermore, these letters were used to also accuse the Calderón family.^[132]

During the final months of 1715, the Council of the Indies was investigating Ribera, confirming that some of the complaints were real.^[133] As a result, Francisco Fernández del Barco was assigned to evaluate his administration.^[134] Ribera's anti-privateering politics were abolished. A few days after, Fernández issued two documents that secretly prepared the governor's eventually deposition.^[135] The first was sent to the governor of Cumaná, José Carreño, and requested that he travel to Puerto Rico and execute the confiscation of Rivera's property and interests with the help of local authorities which was done on May 3, 1716.^{[nb 3][135]} The governor was then to be held captive at La Fortaleza, without communication separated from any allies, being then transferred to a jail.^[136] The second letter restituted all of the property that Ribera had stripped from Enríquez.^[135] The prosecution was swift, only two months later Fernández arrived to San Juan, taking control of the charges.^[137] Carreño took the office temporally, until the appointed interim governor arrived.^[137] Ribera and his associates were charged with contraband and monopolizing the market, falsely gathering money for causes that never materialized and of exploiting the Situado, among other things.^[138] He was sentenced to pay 40,317 pieces of eight and he was forced to pay an additional sum of 86,370 to Enríquez.^[139] Afterwards, Ribera remained imprisoned in El Morro until a frigate named La Reina arrived to take him to Spain.^[140] After only serving for nearly two years, the former governor was returned to Spain chained.^[17] However, this ordeal had a considerable impact on Enríquez's fortune, which was further exacerbated by the fact that he decided to sustain his employees despite the fact that his fleet was not sailing.^[141]

Acquiring unparalleled wealth

In 1716, Enríquez made a suggestion to Carreño that they organize an expedition and take the island of Saint Thomas.^[142] The interim governor sent an official proposal and noted his belief that the privateer and 500 militiamen would suffice and that no royal investment would be needed, but ultimately desisted of the idea after the project failed to gain approval.^[11][142] Alberto Bertolano took the office of governor from Carreño, being sworn on August 30, 1716.^[143] As usual, Enríquez tried to earn his favor.^[144] However, due to his role as interim governor, Bertolano distanced himself from any of the groups that dominated the Puerto Rican society.^[145] This approach did not please Enríquez, who went on to claim that his opponents, led by Pozo, were being favored.^[145] An argument that was ironically repeated by them.^[145] However, the governor was instrumental in helping Enríquez to resume his role as a privateer.^[146] After months of reorganization that required contracting a new crew, he was able to command two small vessels, a sloop and a schooner, to resume his venture.^[146] These two ships were lost shortly afterwards, resetting the process.^[147] Enríquez decided to purchase four sloops, naming them El Águila, La Perla, La Aurora and El Fénix.^[148] His fleet was systematically rebuilt, with the further acquisition of El Delfín, La Modista, La Pequeña Aurora and Nuestra Señora de Altagracia, Nuestra Señora del Rosario and San Miguel y las Animas.^[148] The rebuilding phase extended for a period of three years, and it experienced the loss of La Perla, but once it was concluded, Enríquez's fleet was stronger than its original incarnation.^[147] He now employed around 300 sailors and requested help to military supervision to control them.^[147] The fleet captured eight Danish vessels named La Margarita, La Juana, Neptuno, Vliegende, Leeduyuel, Leojane and Brelot.^[149] St. Thomas's governor complained to Bertolano, noting that they were being captured despite the fact that both nations were not at war, but this claim was dismissed, citing that no foreign ship was allowed to fish near Puerto Rico.^[149] La Modista went on to capture three of the four British vessels captured after that nation joined an alliance and declared war on Spain in 1719.^[149] Most were captured in a reconnaissance mission, however, their delivery was complicated by the arrival of a British privateer, who engaged them in battle.^[150] La Modista won that exchange and returned to San Juan with his captures.^[150] Another one, loaded with military provisions, was captured the following year.^[151] However, this declaration of war also hurt Enríquez's interest, since he was forced to surrender all of the property that belonged to the Real Asiento.^[152] He declared that he no longer possessed anything that belonged to the company.^[152] With the embargo taking an extended time period, Enríquez likely hid the Real Asiento's property during the wait and keep them for himself.^[152] Pozo was not pleased with this outcome and requested the intervention of dean Martín Calderón, expecting the church to intervene.^[153] Harassed by the ecclesiastical investigation, Enríquez requested a license permitting a move to Cuba, which was granted but never materialized.^[153] The arrival of a new bishop, Fernando de Valdivia, prevented the migration.^[153] Before leaving Spain, the friar had received requests to favor the privateer.^[153] Enríquez paid the voyage and offered Valdivia all sorts of gifts, including a house, jewels and slaves, spending at least 3,000 pieces of eight.^[154] For the next two weeks, the Bishop only had contact with the privateer, even ignoring the governor.^[154] Valvidia eventually established a lukewarm relation with the authorities, which was always superseded by his friendship with Enríquez.^[155] With his power, the Bishop revoked the actions of Matín Calderón and placed the blame of the conflicts on the dean and treasurer.^[154] Operating on its own, La Aurora captured a Netherlands sloop, La Sara, near the coast of Santo Domingo.^[151] Meanwhile, La Perla, La Juana and El Fénix were employed in diplomatic voyages.^[156] Transporting royal documents when requested became a recurrent mission.^[157] La Aurora and El Águila ferried members of the judiciary branch, including Fernández.^[156] La Modista continued with this success, also seizing a French frigate named La Trinidad de Burdeos off Vieques.^[151] However, this particular prey created a conflict between Enríquez and Pozo, who argued that it should have been considered spoils of war rather than privateering goods.^[151] The privateer won this conflict, retaining its cargo.^[158] Ultimately, both sides continued to perpetually exchange accusations and insults.^[159] Despite running a generally neutral administration, Bertolano was accused of being biased by both sides after his term concluded.^[145]

Throughout the years, Enríquez remained mostly focused in his role as a merchant, exploiting this distinction to move legal and smuggled products with success.^[160] He could easily use his privateering ships to launder goods that were otherwise illegal, investing the saving in land and properties.^[161] On occasion, he even received permission to openly import illegal merchandise.^[160] He used these exceptions to compensate for materials that were lacking in Puerto Rico.^[162] His enemies tried to expose him, but with little success. In 1718, they testified that Enríquez had smuggled clothes and other items hidden aboard the sloop La Gloria.^[162] Led by Pozo, the group launched another defamatory campaign against him.^[163] The attorney of San Juan even blamed him for a shortage of food, after he attempted to export 700 units of merchandise citing that the market was oversaturated.^[164] Due to this action the food was retained at port and spoiled.^[164] As a consequence, Enríquez deduced that for the well-being of his business, the best was to move and sell the merchandise as far away as possible.^[165] His sloops were sent in long voyages, with the incursions of La Aurora and El Águila lasting periods of nearly two years and nine months respectively.^[163] They operated and moved merchandise between Habana, Santiago and Cartagena.^[163] These ships were likely buying and selling contraband by veiling it as products captured by privateering.^[165] Upon returning to San Juan, both of these vessels arrived without any privateering spoils.^[163] Despite this, Enríquez gathered so much merchandise that it was unrivaled in Puerto Rico, selling anything that covered basic necessities of the citizens, ranging from food to brushes, razors, leather, locks and clothes.^[166] They also offered other commodities, such as playing cards, wines imported from Spain and equipment required for horse riding.^[167] Enríquez managed four warehouses, which besides storing merchandise were also used to manufacture anything that his ships needed.^[167] He divided them by class, separating the ones where food was stored from the ones where backup equipment was kept.^[168]

However, this model also had its drawbacks, since it was linked to the sort of relationship that he had with the authorities, with cities like Santo Domingo, Margarita and Santiago blocking him on occasion.^[169] Despite the volatile nature of his business model, Enríquez managed to secure a massive fortune. In 1716, he personally quantified the amount that Juan de Ribera owed him at 86,370 pieces of eight, which added to 20,000 that he donated, would place his fortune in at least 106,370.^[170] Fourteen witnesses claimed that based on the number of houses, haciendas, slaves, ships and amounts of other capital, his fortune should have surpassed at least 100,000.^[169] Enríquez himself stated that by then it was over 150,000 pieces of eight.^[170] Antonio Camino, who managed the money claimed that when all of the capital was added, the total ranged between 350,000 and 400,000.^[171] Valdivia supported this assertion, noting that Enríquez's house contained more items than any other house in Puerto Rico, without including its warehouses.^[170] Furthermore, his haciendas produced sugar cane, cattle and crops, which were lucrative ventures by themselves.^[172]

Paramilitary defense operations

In 1718, one of the privateering vessels was captured by a St. Thomas corsair.^[54] Due to this incident, the crew learned that the British were settling the island of Vieques.^[173] Governor Bertolano ordered Enríquez to send someone to verify the veracity of this rumor.^[174] He equipped two ships with military supplies and departed for Vieques.^[174] The crew confirmed the information and set sail to San Juan. During its return, the ships located a small boat with seven black men, which they captured and took to San Juan.^[175] The group was fleeing from St. Thomas to Puerto Rico pursuing a baptism and protested their capture, but Enríquez ignored their plights and keep them as slaves.^[175] He convinced the governor to list them as "privateering goods" despite the circumstances not falling under the stipulations of the letter of marque.^[175] This also ignored royal decrees that allowed any slave that arrived to Puerto Rico pursuing a conversion to Catholicism the opportunity to become a free man.^[175] Pozo opposed this move, managing to revoke the governor's original ruling.^[176] Shortly afterwards, a vessel property of the Armada de Barlovento arrived to San Juan.^[174] Bertolano told its commander, General José Roche de la Peña, about the situation in Vieques.^[174] Bertolano decided to organize a mini-armada of five vessels.^[174] Only one belonged to the Crown, the others were private. Enríquez loaned the sloop La Perla, which Roche commanded.^[174] A makeshift crew was composed of privateers, members of the Puerto Rican urban militias and soldiers.^[174] Once there, the local forces quickly overwhelmed the invaders, only suffering a single loss while the British lost over 30 men and other 59 were made prisoners of war.^[177] Afterwards, the settlement was burned to the ground.^[178] After successfully defeating the British in Vieques, La Perla intercepted a British ship traveling from Bermuda, capturing 72 slaves. Enríquez asked to list them as privateering goods instead of war spoils, but this was denied since La Perla had been supplied with public money.^[176] The Crown scolded him for his actions during this event.^[179] Besides his active participation, Enríquez also took the initiative of rebuilding the San José fort, undertaking most of the project's cost.^[180]

On October 16, 1719, the royal vessel San Carlos docked in San Juan.^[181] The boat needed repairs and requested Enríquez's help, who determined that the damage had been caused due to excessive cargo.^[181] He responded by donating La Trinidad de Burdeos for free.^[181] This move disarmed Pozo's posture, but the functionary replaced them with new bold claims, even claiming that the frigate was damaged.^[181] All of the treasurer's complaints were dismissed and the ship left port.^[182] That same year a conglomerate of his enemies sent a letter to the king, completely composed by critics and false accusations.^[183] However, within a year Phillip V wrote a personal letter thanking Enríquez for his service.^[157] His fleet had become the de facto guardian of the Caribbean, surpassing the efficiency of the Armada de Barlovento.^[184] With growing contempt against him, Enríquez secured the well-being of his son by placing three houses in San Juan and a farm near Bayamón river (worth 20,000 pieces of eight) to the service of the church.^[185] This move guaranteed that they would be beyond the reach of his enemies, with the intention that Vicente would end serving as the chaplain of these properties, receiving a stable income and inheriting at least part of his fortune.^[186] To this end, he made a request to Valdivia so that Vicente could fulfill this role.^[186] Despite this office, he would also aid his father manage his business.^[187] Enríquez had also led an effort to rebuild the cathedral of San Juan.^[188] Despite being of mixed race, Enríquez owned several African slaves, which served as an assertion of his social status and performed his menial tasks.^[189] At least 50 were working in one of his haciendas, El Plantaje.^[190] Enríquez owned another hacienda, Ribiera del Bayamón, where he employed 49 black slaves. Of which he might have fathered a significant portion of 21, which shared his last name, with most also being named Miguel.^[191] The other option being that the parents of these children decided to adopt his name as a form of tribute for their master.^[191] He maintained this group with three plantations that amassed over 7,982 plants and 10,000 yards where yuca was cultivated.^[192] His haciendas were mostly dedicated to the support of his slaves, who in turn did most of the hard work that sustained his empire.^[189] Enríquez employed more in his workshops and the port, performing works that varied from carpenters and blacksmiths to moving cargo and supply ships that were about to set sail.^[190] Enríquez rarely bought these slaves and the few times that he did it was through the advantages provided by the Royal Asiento or the Guinea Company.^[175] Most of them were actually acquired through his privateering vessels. Between 1716 and 1733, his ships captured over 176 slaves in this manner.^[175] The most successful was La Modista, which captured a total of 95 enslaved Africans from British and Danish slave ships which were delivered directly to Enríquez.^[175] Enríquez was the Puerto Rican that owned more slaves during his time and was reportedly harsh with them. His methods of discipline included holding them captive in his own private jail, food deprivation and flailing.^[193] Between 1718 and 1720, several storms affected Puerto Rico, destroying the agriculture and causing a shortage of food and shelter.^[194] To further complicate matters, an epidemic was declared, causing the death of several patients.^[195] The residents of San Juan asked Enríquez to help, and he responded by donating 400 jars of melado (a type of food made from sugar and molasses) and an entire shipment of corn, which one of his ships had delivered.^[195] He also took over the funeral services of the poor that died, paying the Church personally.^[196]

The situation at Vieques was eventually repeated, this time in the San Juan cays.^[197] Once again, it was thanks to the privateering fleet that the situation was made public.^[198] This time the invaders were Danish, who had not only populated the cays, but already possessed functional agriculture, were working on the fortification of the settlements and building a port.^[198] However, the local authorities largely ignored the matter.^[198] Bertolano repeated his previous actions and ordered Enríquez to send a vessel to confirm the rumors.^[198] The ship returned with two Danish victims captured during this visit.^[198] Despite this, the local authorities only sent letters informing of the development to Madrid and the viceroy of New Spain.^[199] On June 5, 1720, Phllip V requested Enríquez to loan all of his privateering sloops for this operation. However, the coincidental arrival of a small fleet from the Armada de Barlovendo changed the established course of action.^[200] The local authorities organized a reunion to discuss what the proper course was.^[200] The commander of the fleet, Rodrigo de Torres, quoted several excuses to avoid participating in the incursion ranging from lack of knowledge to weather conditions, ultimately refusing based on the lack of a direct order.^[200] However, a communication from the viceroy detailing that a royal request ordered him to redirect the Armada de Barlovento to Puerto Rico for this purpose complicated the matters.^[201] Enríquez felt that a single frigate was all that would be needed since his ships were enough to complete a competent fleet.^[201] Torres' then offered more excuses and argued that the circumstances were not favorable, lacking the element of surprise.^[201] The Armada de Barlovento left the port of San Juan afterwards and the operation was eventually aborted .^[202] To further complicate matters, the political climate had changed just months before due to the alliance's victory over Spain, which resulted in the Treaty of The Hague.^[203] The cays remained populated by foreigners, being inhabited by British and Dutch living under the flag of Denmark.^[203] Parallel to this, the conflict with Pozo continued, when the treasurer noticed that Enríquez owed 2,986 pieces of eight in taxes he denounced it.^[159] The Council of the Indies executed a secret investigation of the privateer, based on these allegations.^[197] His years of loyalty to the Crown had been ignored by the king himself.^[198] However, the process was delayed. Prior to this, Pozo had been even able to secure that his allies won the 1719 municipal elections, running a smear campaign against Enríquez to get them elected.^[204] The process was plagued by irregularities, with viable voters being arbitrarily disqualified beforehand.^[204]

Second term of Danío

On October 12, 1717, the Spanish Crown granted Danío a second term as governor of Puerto Rico.^[205] This was a goal that he and Enríquez had originally planned since the end of his first administration.^[206] However, with time the privateer lost interest, feeling that it was no longer necessary to secure his goals.^[207] Danío did not take the office immediately since he was ordered to gather and equip a hundred soldiers that would accompany him.^[208] The enemies of Enríquez panicked, fearing that the privateer would possess the support of the governor, bishop and accountant.^[205] They soon launched an aggressive defamation campaign to revoke this appointment and seized as much control as they could before his arrival.^[209] However, their initiative failed.^[209] Enríquez and Danío had remained close following the first term, with one of his nephews receiving his education along Vicente.^[28] However, the irregularity in the fulfillment of their previous agreement took a toll. Knowing this, Enríquez quickly tried to once again earn his favor through letters, directly accusing his adversaries of the breach of their accord.^[210] Danío arrived to San Juan on April 6, 1720, and was immediately received by a belligerent Pozo, who told him that the privateers' enemies were now his own.^[210] During the first months of this term, the governor actually persecuted this group.^[211] Enríquez thrived, his fleet capturing four vessels, two from the Netherlands and one from Great Britain and France apiece.^[212]

Soon after, Danío began a trial of residence that seized the properties of Pozo, who had since gathered a considerable fortune.^[213] The former treasurer was also jailed and permanently vanished from the New World.^[214] Furthermore, Danío also managed to acquire ecclesiastic censorship from Valvidia, who threatened his allies with eternal damnation.^[214] Twelve residents soon revealed the places were Pozo has hidden part of his wealth.^[214] The governor used the law as his weapon, who sentenced the other involved to pay a fine of 1,601 pieces of eight and banned them from serving in a public office for a period of ten years.^[215] Some were even banished from San Juan. Those affected quickly countered by sending letters to the Crown, which responded by ordering the excarteration of Pozo, allowing him to present his case in Spain.^[216] However, before the former treasurer could do that, he found himself involved in the secret investigation that was being done against Enríquez.^[216] Due to the large number of accusations offered by each side, the Council of the Indies suspected both.^[217] Judge Tomás Férnandez Pérez was placed in charge and arrived to San Juan in 1721.^[217] Danío was also involved due to his friendship with the privateer and he was ordered to cooperate with the investigation by leaving San Juan while it was underway.^[217] Fernández began by interrogating 21 of Enríquez's enemies, who offered the same arguments.^[218] Once the judge heard all of their versions, he determined that they were merely motivated by their desire to punish the privateer.^[218] The blame fell on Pozo and Francisco de Allende, with the entire group being jailed.^[219]

Enríquez expected to emerge stronger from this process, however, his relationship with Danío quickly took a turn for the worst.^[220] It is likely that the governor felt that the privateer was not willing to cooperate or help him during the investigation.^[221] The remainder of Enríquez's enemies may have noticed this and pursued his favor, leaving Pozo and his faction alone.^[221] During the course of the trial, the animosity between Danío and the privateer became evident.^[222] The residents of San Juan were surprised, being familiar with their prior affinity.^[222] None of them publicly declared the reason for the conflicts due to the contentious nature of the actions done during their partnership.^[222] Under these circumstances, Enríquez found himself in a familiar position. With Danío's opposition, his privateering venture was endangered.^[223] Once again Enríquez was forced to defend his role in the defense and supply of Puerto Rico from those that tried to minimize its importance.^[223] Despite this, he was able to keep a number of vessels constantly active, being the owner of at least 20.^[223] Enríquez did everything within his reach to keep a de facto monopoly over the local economy and despite the political tension, he was still turning a considerable profit.^[224] The ships usually left San Juan without established routes or return dates, capturing their preys as they encountered them.^[225] Even when they left with a predetermined destination, desertion and other factors commonly complicated their voyages.^[226] For the most part, the ships operated under the discretion of their respective captains.^[227] On occasion, they would even randomly ambush local vessels claiming that they were captures to "prevent contraband". Their tactics also placed them at odds with friendly ships, such as the Santo Domingo-based La Concordia, which nearly captured La Modista.^[226]

Danío's first attempt to challenge this dominance was timid, he fomented more guarda costas and facilitated the emergence of new privateers.^[224] Among them there was Miguel de Ubides, a vocal critic of Enríquez, who received the authorization to purchase a ship from the governor of Margarita.^[224] Upon learning of this, the privateer quickly moved his connections.^[224] Enríquez wrote to the governor of Margarita and requested that the ship was not sold to anyone from Puerto Rico.^[224] Valvidia, who was also the bishop of Margarita, also interceded in his favor.^[224] When Ubides arrived, he was told that the ship was no longer for sale.^[224] He received the same response in the ports of Cumaná and La Guaira.^[224] When two slaves were involved in an incident, they were imprisoned in Enríquez's private jail for a period of four months, until Danío ordered their release to antagonize him.^[228] The governor also ordered the incarceration of Enríquez in El Morro for cheering posters where the images of several powerful figures were satirized.^[17] He did not deny these accusations, instead simply responding that celebrating their use did not damage anyone.^[17] Meanwhile, the governors of Margarita and Cumaná also helped the privateers by issuing licenses of their own, which resulted at least in the capture of a British vessel.^[229] On March 13, 1721, a French merchant named Francisco de la Get, captain of the frigate Nuestra Señora de la Leche, brought a captured vessel intending to contact Enríquez.^[230] They reached an agreement and the captain received the loan of La Modista and La Blanca, which would join the frigate to form a small fleet .^[230] The first mission of this alliance was plagued by problems, with La Blanca being forced to remain in San Juan.^[231] The crews of the different ships were also incapable of reaching a consensus regarding the preys that should be captured, with Enríquez's group trying to avoid Spanish ships.^[231] Shortly afterwards, their alliance was dissolved.^[231] Enríquez continued to perform favors for the Royal authorities, fixing their ship in his private shipyard and serving as a ferry for a variety of government and Church officials.^[232]

Later that year, Enríquez fell victim to two embargoes, where his properties remained confiscated until 1724.^[171] However, the authorities were only able to seize what was registered in his name, with neither jewels or coins being listed in the official forms.^[171] It is assumed that he his this portion of his fortune where they could not retrieve it.^[171] From these documents it was established that he was the wealthiest Puerto Rican of his time, capable of casually investing 500 pieces of eight.^[233] In San Juan alone, Enríquez owned 13 well-equipped houses, several of which he employed for other purposes such as warehouses, carpenter and mechanic shops, an armory and a blacksmith.^[234] Another one served as a hotel for notable visitors, while a third one was used to temporally house the Catholic Bishops.^[234] Most of them were located at Santa Bárbara street, adjacent to the San Justo marina.^[234] His main house was one of the most complete 18th century houses on record and it was equipped with several luxurious decorations, including several pieces of art, but it was also partially converted into a warehouse and store.^[235] This marked a stark contrast in a time where the government heavily depended on the Situado and the governor's salary was only 2,200 pieces of eight, while other high-ranking figures did not even reach 800 and common professionals barely reached 3 per day.^[233] By 1723, Enríquez had developed a reputation for altruism, reportedly helping neighbors and foreigners alike.^[194] On a yearly basis, he continued to work with charity, donating to treat the sick and providing clothes for the poor.^[236] However, this actions did not sit well with his enemies, who made efforts to minimize their impact.^[196] Despite these efforts, on a personal level Enríquez's grew to dislike the prospect of manual labor and adapted his clothing and diet to that of the higher class that attacked himself, expressing disdain when the only food available was that commonly consumed by the poor.^[237]

When the sloop Santiago docked in San Juan carrying royal documents and the governor-elect of Caracas, Danío ordered Enríquez to loan another vessel to transport the politician.^[238] The privateer complied and granted them La Venganza, which sailed under Mateo de Luque.^[238] The ship then stopped at Cumaná to deliver the documents.^[238] In the return trip, La Venganza captured a British ship, sending its prey back to San Juan and docking at Buenavista awaiting further orders.^[239] While there, Danío ordered that La Venganza completed an escort mission to Santiago.^[240] The governor had declared the British ship a legitimate prey, but as soon as the party left he changed his original ruling.^[239] The mission was concluded and they had received orders to return directly, but were low on supplies and were ambushed while trying to fool the crew of a ship by flying a friendly flag.^[241] The British crew intended to leave them stranded in Jamaica, however, they found the papers of the ship captured during their previous mission.^[240] The crew were treated as pirates and placed on trial as soon as they arrived to Jamaica. 33 of the 41 members of the crew were executed shortly afterward.^[241] Enríquez blamed the orders of Danío for the audacious actions of his fleet.^[242]

In 1722, Enríquez alleged in a letter to the Spanish Crown that since his return Danío had only pursued the appropriation of his fortune.^[222] These accusations were backed by Valdivia and Paris.^[222] However, the governor was likely simply trying to recover the wealth that he had left in charge of the privateer years before.^[222] Enríquez tried to bring an end to the conflict by offering a sum between 15,000 and 20,000 pieces of eight to Danío.^[243] However, this offering was declined.^[243] Furthermore, both could never agree on the amount of money that was owed due to their previous arrangement, with the governor claiming that it was 42,261 pieces of eight, but the privateer rebuffing that it was a shared debt and that the fortune was spent in critical investments.^[244] Enríquez even told the king that he possessed a document stating that he was actually the creditor of the governor's fortune and as such owned nothing.^[243] This infuriated Danío, who ordered his incarceration on December 9, 1722.^[243] Antonio Camino, was also jailed but soon escaped and traveled to Havana.^[243] Once there, he began collecting positive accounts for his employer.^[245] Among those that agreed to help were a group of military officials that had been neglected by Danío in October 1720, only to be fully attended by Enríquez.^[245] After gathering the support, Camino traveled to Spain where he spoke in the privateer's behalf for over a year.^[246] Valdivia tried to request an excarceration with external help, but Enríquez remained in jail.^[246] The relationship between the Church functionary and the privateer had been criticized by Danío.^[247] To further antagonize Enríquez, he created a system of official privateering by reassigning the sloop Santiago, confiscated along his other property.^[248] Ubides became involved in this venture, but the plan backfired and the ship was captured by a pirate brigantine sailing from Martinique in its first mission.^[248] The entire blame fell on Danío, who had staffed the boat with an inexperienced crew that did not know how to react once they witnessed a jolly roger.^[249] Seeking an escape, the governor devised an account where he blamed Camino, claiming that he had provided route information to the pirates, supposedly acting on Enríquez's behalf.^[249] Danío claimed that the privateer formed an alliance with the pirates so that he could freely import illegal contraband and he even tried to bribe a St. Thomas sailor with 1,000 pieces of eight so that his account had a witness.^[249] The governor tried to restart the official privateering project, meeting moderate success by mimicking the pirate code's repartition of the loot captured.^[250] They captured three vessels, two from France and Great Britain and a third one sailed by freebooters.^[250]

In Spain, Camino's testimony gained the attention of the Council of the Indies which suggested to the king that Danío was investigated and that a new governor should be named to eventually replace him.^[251] Phillip V named José Antonio de Isasi .^[251] The Council also requested the liberation of Enríquez and the restitution of his property.^[251] However, this failed to materialize since Isasi remained in Spain for nearly a year after his appointment and by 1724 he surrendered the nomination.^[252] The Council named Captain José Antonio de Mendizábal as his replacement.^[252] While preparing, the military officer received strict orders to jail Danío and liberate Enríquez as soon as he arrived to San Juan.^[252] As usual, the privateer also took the initiative to gain his favor.^[253] On August 23, 1724, Mendizábal took the office of governor and only six days afterwards he ordered the incarceration of his predecessor.^[253] In the end, Enríquez succeeded in bringing an end to Danío's second term.^[17] He suffered the same fate of Juan de Ribera.^[5] However, Danío's case dragged on for a prolonged time period, forcing him to remain captive in El Morro until at least 1730. The former governor was subsequently transported to Madrid, where he remained in jail.^[254] Enríquez provided transport to Danío's prosecutor, Simón Belenguer so he could return to Spain, but was unable to gain his favor.^[255] This functionary criticized all of the involved and even argued that the privateer's actions were more akin to a pirate than to a military officer.^[256] However, Belenguer placed most of the blame on Enríquez and issued harsher sentences to his allies that to his enemies.^[257] Dean Martín Calderon and Pozo were declared free of guilt.^[258] To justify his actions, Mendizábal conducted his own investigation.^[254] During this process, even the former allies of Danío testified against him.^[254]

Later years

Following Danío's trial, Enríquez received full support from Mendizábal.^[259] The governor largely ignored Balaguer's sentence.^[259] The Mendizábal administration became the most tranquil time period in Enríquez's career.^[259] On July 21, 1727, one of his ships brought a British prey, which was renamed El Postillón, quickly becoming an instrumental part of the fleet.^[260] In Spain, Phillip V was briefly replaced by Louis I, only to return to the Crown.^[259] The king quickly introduced a new politic that focused on Spain 's superiority in the Atlantic.^[261] This created a new rift between the Empire and Great Britain, which directly benefited Enríquez.^[262] The First Secretary of State, José Patiño, decided that the privateer's fleet would be employed towards this end.^[263] This functionary archived all the complaints issued by his enemies, dismissing the efficiency of their work.^[263] Enríquez's fleet defended the local trade, a difficult mission due to the proximity of St. Thomas to Puerto Rico.^[264] During the summer of 1728, he was forced to attend a local enemy. Captain Isidro Álvarez de Nava and other members of the military were plotting to assassinate Mendizábal and the privateer.^[265] Word of this reached the governor on June 26, 1728, but was largely ignored. Álvarez was the most experienced military captain and would take the office of governor in case of death.^[266] He was also related to Fernando de Allende, who insisted that if Enríquez survived, the assassination would fail in turning the balance of power.^[266] Two unsuccessful attempts were organized against the privateer.^[267] A subsequent confession, offering full detail of the plot, put an end to it. The conspirators vehemently denied these accusations, claiming that Enríquez was framing them.^[268] The governor negotiated with the soldiers and convinced them to submit to a temporary sentence in El Morro.^[269] Afterwards, Álvarez was released and continued his defense at Madrid.^[269]

Led by El Postillón, El Pequeño P., La Amarilla, La Verdad and La Fe, his vessels captured 56 British merchant ships during the Anglo-Spanish War.^[270] This constituted nearly half of their merchant fleet.^[271] With his vessels playing a key role to secure Spain's dominance over Great Britain, Enríquez made a bold request for a mulato, asking Patiño to help him reach the rank of Royal Admiral.^[272] The secretary never answered this petition.^[272] The actions of Enríquez soon gained notoriety among the merchants affiliated to the South Sea Company, who gave him the nickname "The Grand Archvillain".^[86] One of them once described him by saying "[Enríquez] has raised himself to be in effect King, at least more than Governor of Porto Rico (sic)".^[86] The impact of his fleet on British merchants was such that on February 24, 1728, that he became the topic of the House of Commons of Great Britain in London.^[271] There, its members decided to send several military captains to directly attack Enríquez's fleet.^[271] Several British warships were sent to San Juan in order to demand restitution for the lost vessels.^[271] The British ambassador to Madrid also wrote to Patiño demanding the return of the vessels.^[273] These requests did not produce an immediate effect.^[274] Enríquez was a topic of inquiry in this entity a total of 12 times during a period of five years, with most complaints being filed by military officers and governors from Jamaica.^[1]

Mendizábal's cooperation benefited both his business and his military influence, and the governor went as far as employing politics to favor him. On one night, a group of 23 slaves escaped from El Plantaje and were joined by some employees from his shipyard.^[275] Consequently in May 1728, Enríquez ordered two of his ships to go to St. Thomas to reclaim the slaves that had escaped. He also ordered that if this could not be accomplished, they should go to the San Juan cays and capture as many as possible, which they did and returned with 24 slaves.^[176] Taking notice, Mendizábal requested a treaty with Denmark that allowed the return or replacement of slaves that escaped between Puerto Rico and St. Thomas.^[276] Despite being fully invested in the war effort, Enríquez also continued to serve the Crown in other aspects. His fleet was forced to secure the arrival of Cumaná's Situado, evading a British squadron.^[277] Enríquez also continued providing transport to the authorities and even some civilians.^[277] That same year, he sent Camino to Havana in order to complete a task.^[278] However, Enríquez's confidant failed when he lost the relevant documentation, losing to a local privateer and costing a significant amount of money.^[278] The privateer was angered by this development, Camino responded by reclaiming payment for his entire career and threatened that he would travel to Spain seeking retribution.^[279] Enríquez's enemies considered this an opportunity to give credibility to their allegations.^[279]

However, as years went by the number of captured vessels became consistently smaller due to Spain's shifting its focus to the Mediterranean.^[260] Enríquez also lost his influence within the Church with the arrival of a new bishop, Sebastián Lorenzo Pizarro, who declined any gift or favor that he offered.^[280] After the war ended, the Empire's relation with Great Britain normalized, further complicating this venture.^[260] Under these circumstances, the work of Enríquez served as an obstacle and by 1731, Mendizábal's last year in office, he was no longer considered a key asset in the New Word.^[260] In 1731, Enríquez sent two sloops to spy on a British warship that had been sailing adjacent to San Juan for a week.^[265] This action interfered with the international relations between both nations, Patiño now intended to rebuild the Empire's armada and required peace to accomplish this task. The sudden change in geopolitics combined with conclusion of Mendizábal's term began a downward spiral for Enríquez's life.^[281] On October 11, 1731, Matías de Abadía docked at San Juan and took office a few hours later.^[281] He arrived in one of Enríquez's ships after his original vessel lost registration midway.^[281] A military officer, Abadía was accompanied by three trusted men, who were quickly placed in the pivotal offices of treasurer of Puerto Rico, overseer and manager of the city.^[282] Even before traveling to San Juan, the governor had orders to settle the constant conflicts between its residents.^[283] Abadía was also placed in charge of attending Camino's case against Enríquez and of investigating the assassination attempts.^[283] Following his intervention, the cases of Danío and Álvarez were suddenly re-evaluated by the Council of the Indies and Enríquez was forced to pay 4,000 pieces of eight to the former governor, despite the fact that the investigation had already been closed.^[284] Álvarez was also released and reinstated in his military position, with the privateer being forced to pay again.^[284] The influence that Enríquez once possessed was now wavering and he was likely being held accountable for the incidents of the previous decades.^[284] His enemies exploited this and bishop Pizarro aligned himself with the governor, only contacting the privateer to order the use of his vessels for transportation.^[285] The fact that Spain needed a scapegoat to appease the British government complicated his position.^[286]

Despite being under constant pressure, Enríquez tried to continue his privateering business, expecting things to normalize as they had in the past.^[287] However, his venture suffered directly and his fleet only captured two confirmed preys, both were Spanish ships that were carrying contraband and were seized by the sloop La Isabela.^[287] Due to the circumstances, vessels previously under his sway, spent most of their time operating outside Puerto Rico, since they were otherwise employed in non-lucrative government missions when they returned.^[205] Eventually Enríquez systematically lost all of his vessels except a small schooner, which the governor ordered to be disarmed.^[287] Furthermore, knowing the lucrative nature of the practice, Abadía employed front men that worked as privateers for him.^[288] Eventually, he decided to abandon privateering altogether.^[289] During the final months of 1732, Abadía sentenced Enríquez for not paying Camino and another group of merchants.^[290] The former was to receive 5,800 pieces of eight, the salary of ten years, despite the protest of the privateer who reclaimed what he had given to his former trustee.^[290] Enríquez tried to appeal, but before a sentence was reached Abadía forced him to pay.^[291] The privateer gave 20 slaves that were worth the fine.^[291] Furthermore, Enríquez was forced to pay 21,631 additional pieces of eight for an unrelated matter.^[291] The merchants were demanding 72,285 which Abadía also granted, despite the fact that Enríquez assured that the debt was paid.^[292] The governor's stance led to the arrival of several alleged creditors, which in turn reclaimed their own purported debts, some dating back nearly thirty years.^[292] Twenty-two cases were open for the total of 199,129 pieces of eight, 4 reales and 11 maravedís.^[292] The Crown itself reclaimed 25,069 pieces of eight and 2 reales for a trade, equipment and the capture of a slaving vessel by La Modista.^[293] The Church also demanded 27,291 pieces of eight based on three transactions.^[293] In the end, even the totality of Enríquez's fortune would not be enough to pay the entire sum.^[294]

A complete embargo was ordered by Abadía in 1733.^[285] Mysteriously, the entire fortune was only estimated to be worth 43,000 pieces of eight, although the worth of his slaves alone was known to surpass this sum and he had invested 150,000 recently.^[294] Since his goods were insufficient to pay the debt, Abadía complied with the demands of Camino and seized the chaplaincies that were created by Enríquez's donation to the Catholic Church, leaving his son without a place to practice.^[187] Vicente tried to appeal at the Royal Audiencia of Santo Domingo.^[295] However, his plights were ignored and the governor's ruling was upheld. In 1734, Enríquez issued a complaint stating that Abadía was prohibiting him from using the title of Caballero of the Royal Effigy and requesting a confirmation of said title.^[296] The Council of the Indies preferred to ignore the request, instead telling the privateer to show the relevant medal to the governor.^[296] That same year, Abadía judged the Mendizábal administration and ordered the incarceration of the former governor, basing his entire case on the complaints of Pozo.^[296] Enríquez was also involved in the prosecution, which focused on his supposed debts.^[290] He tried to provide his own documentation, but the governor declined.^[297]

In May 1735, Vicente died, filling the former privateer with guilt.^[295] Attempting to escape the administration of Abadía, Enríquez took refuge in the Convent of Santo Tomás on October 30, 1735. He remained there after hearing rumors that he was going to be jailed at El Morro.^[187] However, even there the governor pursued him. Abadía requested permission to obtain a search warrant and check if Enríquez had taken any wealth there.^[295] All of the rooms were rummaged, but nothing of worth was found.^[295] Despite this, Abadía confiscated Enríquez's correspondence.^[295] Incredulous, the former privateer requested a certification for the search warrant.^[298] Between 1735 and 1737, Enríquez wrote to Phillip V six times requesting an independent prosecutor that could launch a neutral investigation.^[299] He also offered to reorganize the now scattered privateers.^[299] However, the king never replied directly and the only response, issued by the Council of the Indies, informed him that they did not consider that action convenient.^[299] From that moment onwards, Enríquez only wrote to detail his misery and to request the payment of an old debt.^[300] During the following years, his only contact to the outside world was through the Dominican friars.^[301] To Enríquez's chagrin, Abadía had unusual longevity in the office of governor, with the Crown granting him time beyond the stipulated five years.^[302] In 1740, the Council of the Indies revised Mendizábal's case and issued a declaration restoring his honor and rank.^[297] However, they never did the same for Enríquez, despite being charged as a supposed accomplice of the former governor.^[297] Most of his friend eventually left, only Paris and the members of the Church remained besides him.^[303] On June 29, 1743, Abadía died while still in office.^[304] Five months afterwards, Enríquez died a sudden death.^[304] After receiving the Extreme Unction, his body was laid to rest in a mass grave as a charity, since he was penniless and nobody paid for a burial.^[305] Only Paris and Rosa Enríquez, his unrecognized daughter who would later claim that he had been poisoned, mourned his death.^[305]