This contribution introduces the so-called Workplace Learning Context as essential conceptualisation supporting self-directed learning experiences directly at the workplace. The Workplace Learning Context is to be analysed and exploited for retrieving ‘learning' material that best-possibly matches with a knowledge worker's current learning needs. In doing so, several different ‘flavours' of work-integrated learning can be realised including task learning, competency-gap based support and domain-related support. The Workplace Learning Context Model, which is also outlined in this contribution, forms the technical representation of the Workplace Learning Context.