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Early life
At the age of 19, he was brought by his brother-in-law, Pedro Sarmiento, to Manila and was enrolled at the Ateneo Municipal. He showed great promise in school, earning medals of merit for his endeavours. He graduated with a perito mercantil degree, equivalent to today's Bachelor's Degree in Commerce. His contemporaries in school included Jose Rizal, Jose Alejandrino, Cayetano Arellano, and Apolinario Mabini, among others.
Upon returning to his hometown, he was elected Capitan del Pueblo, like his father before him. The friars in the province, however, had become suspicious of him, and only the high regard and respect of the people of Bago and the other towns in the province prevented his summary liquidation by the Spanish authorities.
In 1891, Juan went to Europe with his friend, Don Claudio Reina after his wife died. He had the opportunity to meet many of the Filipino leaders then living in Madrid, London and Paris. As a consequence, the Spanish authorities were even more antagonistic toward him upon his return. As a result, he lost the land that he and his sisters inherited from their parents. He had to take his family to the slopes of Mt. Kanlaon where they started to farm anew. He brought many gadgets to his hacienda in Dinapalan. One popular tale was his use of a telescope to supervise his laborers in the vast hacienda from afar. It became a legend among the common people that he had magical powers, but in reality, he was only able to see their actions by using the telescope.
More trouble with the Spanish
His travels in Europe made him aware of the use of new machinery and tools for agriculture. He imported a sugar mill from England and had it installed in his hacienda in Dinapalan. From time to time, he bought farm implements like a baler for abaca, a rice thresher, and plows of improved models.
This preference for modern agricultural tools, however, became his undoing. The Spanish authorities grew suspicious of the boatloads of cargo being unloaded near his land in Lumangub. He was arrested and brought to Concordia in January 1897. He was later brought to Himamaylan and then again to Ilog which was then the capital of the province. His diary hinted that even in prison, there were plans to organize the revolutionary forces in the province. There were annotations showing that he made contact with other leaders in the province. He was finally brought to Bacolod where he was released in October 1897.