Career
The last professional club he played for is Bolivian side Blooming. Sillero started playing professionally at Gimnasia y Tiro de Salta. Later, he had spells with Atlético Tucumán and Atlético Talleres also in Argentina.
In 2004, he made his debut in the Liga de Fútbol Profesional Boliviano with Unión Central before joining Wilstermann the following year.
In 2006, Sillero relocated to Colombia and signed for Real Cartagena where he played until mid-2007. In 2009 Sillero transferred to Universitario.
After a year in Sucre, Sillero was signed by Blooming for the 2010 season.