Today’s in-house training faces the challenge an increasing demand for work expertise against the background of a continuing reduction of staff. This paper describes how companies can meet these challenges supported by a technology-enhanced approach. A central part of the solution is an intelligent-adaptive learning system that allows employees to create learning media while solving operational challenges and, at a later time to access these media, adapted to their individual needs. The article outlines the main human, technical and organizational requirements that an integration of such an adaptive digital learning and assistance system into a company faces.