1523 - 1528
The kingdom of Spain was in a precarious situation. Its various possessions in the New World were collapsing one by one due to rebellions that drenched the colonies in a pool of Spanish blood. The native Taino and Ciboney Indians in Hispaniola and Cuba had enough of being treated like slaves by the Spaniards who forced them to staff the plantations and mines to extract crops and raw resources which were then sold by merchants to the motherland with little compensation. Even after most of the native population had converted to Roman Catholicism thinking that they would be protected under Spanish law, they were still treated like garbage and this infuriated them. They, in combination with black African slaves coming in droves to the New World who were also opposed to their treatment, rebelled against the Spaniards and quickly within a matter of months, conquered the majority of both islands asides from a few isolated settlements like Havana and Santo Domingo. Troops were hard to come by with a commitment to send troops to Diego Colon in his war against Hernan's Naiua breakaway state and their Tlaxcalan allies. The local militia had a hard time defending themselves against the rebel from the walls though things got worse for the Spaniards.
Hernan Cortes and Xicotencatl in their pursuit of Diego Colon and his army had captured several abandoned Spanish vessels on the coasts. The advanced European naval technology intrigued the Tlaxcalans especially their ruler Xicotencatl who immediately inquired Hernan Cortes about them. He had a look of astonishment and when Cortes met him inside his tent, the Naiua malinche was reported to know that the man was amazed and wanted to know of this technology. He, in accordance to the arrangement he made with Xicotencatl, loaned several naval experts to Xicotencatl in order to replicate the technology. Cortes seized the ships and quickly manned them with his own loyal soldiers under the command of his third in command Juan Cortes, a former black African slave who upon the declaration of independence was promoted to command a contingent of Naiua, to be sent to capture and sack Havana as a show of strength to the Spaniards.
The plan succeeded. Several hundred people were killed in the attack while the remainder of the entire population was captured by the Naiua army and sent to the acquired ships to be sent back to the mainland where they would be sold as slaves. Juan Cortes burnt the town's buildings and destroyed its remaining defenses, save for the governor's mansion which was used as a headquarters to garrison the army and Juan Cortes. He then did the next smart thing and sent a delegation of diplomatic emissaries to sent a delegation to the leader of the combined native-African slave rebellion, a man by the name of Enriquillo. He was a Taino cacique who after years of mistreatment demanded freedom from the Spanish making him a living symbol to the natives who revered him as a saint. Juan Cortes' delegation made it safely to Enriquillo's headquarters where they bowed in the man's presence and addressed him as Rey and offered him recognition and assistance in their attempt to drive the Spaniard in exchange for trading rights in Taino-controlled towns.
Enriquillo accepted the deal and thus allied himself with the Naiua. It was also in this moment that Caobana was officially born as an independent nation, considered to be the first "true" native state to appear in the post-Columbus New World. In Hispaniola and Puerto Rico, the native Taino and Africans heard of the news and quickly declared their own petty states though unlike the natives of the former Spanish colony of Cuba, they were a bit more disunited.