[1] Castillo reached national fame in Puerto Rico when he participated in the 1984 Spanish soap opera Coralito at San Juan-based WKAQ-TV Channel 2.
In the 1990s he starred in the sitcom,Tres Hombres y..., inspired by the movie Three Men and a Baby, alongside Raymond Arrieta and Alba Nydia Díaz on the WKAQ-TV Telemundo de Puerto Rico network.
In 2003, Castillo starred in the film Los Diaz de Doris, alongside Cordelia Gonzalez and Velda González, Kidany Lugo and former Major League Baseball player Cirilo Cruz.
Starting in 2007, he co-hosted a daily radio morning talk show alongside Mirayda Chaves while keeping on performing in numerous theatre productions in San Juan.
He starred in the Puerto Rican production of Jerry Herman's La Cage Aux Folles as Georges, opening in August 2013 at the Luis A Ferré Performing Arts Center in San Juan.