Diego Caballero

Diego Caballero with his son and his brother Alonso, by Pedro Campaña, Seville Cathedral

Diego Caballero (died 1560) was a Spanish merchant and conquistador in the Caribbean area and in islands off the coast of Venezuela. He organized raids on natives, whom he then enslaved in pearl fishing and other enterprises. He earned money in America, investing in further enterprises throughout the Spanish Empire. He thus became affluent. Furthermore, he held, or purchased, several official posts in the service of King Charles V and in Seville.