This research aims to provide assistance and Virtual Simulation Instructional (VSI) training for drop out as a pilot for digital mathematical entrepreneurship in the industrial revolution 4.0 era so that graduates have ICT skills and are ready to face disruption. The subject of the research was the centre of learning activities of Insan Madani School and Dewi Sartika School in Baros, Serang, Banten, Indonesia. The research method used is a combination of informative methods and interactive demonstrations. The results showed that students' abilities in terms of ICT with an increasing model of understanding in optimal model of 75.56%, non-creative model of 7.78%, theoretical model of 4.44 practical model of 4.44%, memorizing model of 10 %, and no model of 0% and were able to produce VSI with quality that was suitable for sale. The VSI recommendations are a strategic alternative in the development of small digital scale industry businesses and their use for digital mathematics entrepreneurship pilot learning.