<p>Sharing Tacit Knowledge (TK) is a key objective of Knowledge Management, a critical issue for both academics and professional. In this work, we are interested in Software Tacit Knowledge, a new subfield of TK, which is very widespread, fairly frequent and remains unaddressed by existing TK approaches. We propose an approach to sharing Software TK between an expert and his learners to address a specific need. It is about the sharing of an expert’s TK relating to the mastery of a particular field, but also and especially relating to the control of the management of this field on dedicated software. This software continues to be widely used and even more so with telecommuting. The approach was developed in a conceptual framework and supported by a formal framework. The formal framework is cognitive to support human knowledge and formal to share it. The approach has been tested on a group of 97 first-year master’s students in a high school. Through the case study, the approach enabled our students to get the expected Software TK, i.e. the ability to design a conceptual solution (i.e. spreadsheet models in our case) for any design problem (i.e. linear problem in our case). Our approach database enables the extraction of key learning indicators that improve the sharing quality. The results are very encouraging. Our approach is applicable to any problem for any field and its software requiring both EK and TK. These softwares can run locally or online.</p>