Although limited trade and contact with the Portuguese had begun under his father Ewuare, the contact expanded significantly under Ozolua with Portuguese explorer John Alfonso d'Aveiro entering the capital Benin City in 1485 and accompanying Ozolua, although not participating, in war. Ozolua was intrigued by the possibilities of firearms for expansion of the kingdom but was informed by d'Aveiro that firearm trade was only possible with Christian allies of the Portuguese. As a result, Ozolua sent an ambassador to Portugal in the early 1500s to propose missionary activity in the kingdom and a royal conversion to Christianity in exchange for trade in firearms (at least one source indicates that he himself went to Portugal at some point). The Portuguese did not agree, but did send a group of missionaries to the kingdom in 1514. The missionararies soon left, as the kingdom was not interested in Christianity unless this was coupled to the facilitation of trade in firearms.