: One of the success factors of Work Integrated Learning (WIL) is to provide the appropriate content to the users, both suitable for the topics they are currently working on, and their experience level in these topics. Our main contributions in this paper are (i) overcoming the problem of sparse content annotation by using a network based recommendation approach called Associative Network, which exploits the user context as input; (ii) using snippets for not only highlighting relevant parts of documents, but also serving as a basic concept enabling the WIL system to handle text-based and audiovisual content the same way; and (iii) using the Web Tool for Ontology Evaluation (WTE) toolkit for finding the best default semantic similarity measure of the Associative Network for new domains. The approach presented is employed in the software platform APOSDLE, which is designed to enable knowledge workers to learn at work.