The award was first presented in 2005 to Puerto-Rican American performer Don Omar . The same year , Don Omar was nominated for a Latin Grammy Award for Best Urban Music Album for his album '' The Last Don Live '' . Puerto-Rican American reggaeton duo Wisin & Yandel are the most nominated act , with nine nominations , and also are the most awarded , with five wins . The duo also earned the Lo Nuestro Award for Artist of the Year in the 2011 ceremony . American rapper Pitbull won Urban Artist of the Year in 2011 , the same year the single " Give Me Everything " became his first to top the '' Billboard '' Hot 100 in the United States . Pitbull also won the following year and performed the main theme for the film '' Men in Black 3 '' ( 2012 ) . In 2014 , Pitbull was awarded again in the category . Puerto-Rican American performer Tito El Bambino is the most nominated artist without a win , with three unsuccessful nominations
2011 ceremony
Premio Lo Nuestro 2011
Lo Nuestro Award for Urban Artist of the Year