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While fully supportive of the Cuban Revolution, Milanés has been publicly critical of some aspects of the Cuban regime. He took official positions but, lately, he has allegedly avoided participating in pro-government campaigns;. On January 25, 2007, he signed a petition supporting Puerto Rico's independence from the United States of America . He was victim of Cuban repression and has spoken about the abuse and unjust incarceration of many (including himself) by the Cuban regimen. Util this day he does not know why he was incarcerated (the first time, as the second was for protesting the first his and the one of many others) not why he was send to reeducation camps. His wiliness to speak openly about the failures of the revolution created strain in his relation with Silvio Rodriguez.