Career
He played for Vida, Real España, Marathón and Real Maya between 1978 and 1993, scoring 34 goals in 275 games. In the 2009 Clausura season he almost steered Second Division side Social Sol to promotion. He also coached Hispano in 2011.
In June 2010, Caballero was honoured by the Universidad Pedagógica Nacional Francisco Morazán when a new sports facility at the university was named after him.
In summer 2013 he left his post at second division Villanueva to become assistant to Hernán Medford at Real España.