He was educated in Barcelona until the age of fourteen, "not without some discomfort and hardship" due to the neglect of his uncles, the aforementioned John II and King Alfonso V of Aragon.

During the Catalan Civil War, he was imprisoned in Barcelona but escaped and participated in the Battle of Calaf, commanding the royal cavalry (1465).

In 1474, driven by ambition, Enrique sided with Joanna la Beltraneja in her conflict with the future Isabella I, wife of Prince Ferdinand, heir to the Aragonese crown.

He participated in the Battle of Toro against the Portuguese and in the siege of Uclés, after which he returned to the Kingdom of Valencia, where his lordship matters required his attention.

Prince Ferdinand attempted to quell this resistance by economically blockading the Segorbe population, but the Valencian towns did not follow suit.

The possession of Segorbe was primarily an ideological investment rather than an economic one, as the duke’s income mainly came from other sources linked to political control of the state apparatus.

These included the 30,370 sueldos annually allocated by the newly crowned King Ferdinand II following his marriage, drawn from royal rents and rights in the Kingdom of Sicily.

Infante Fortuna, first Duke of Segorbe, held important political positions in the governance of the kingdom (1475) and military posts.