Collaboration on research data may be restricted by legal regulations in the areas of privacy or copyright law. Researchers face questions about whose data can be reused, which data can be shared, and how results can be stored or published. Still, legal knowledge does not belong to the main skillset of most data-oriented researchers and legal use cases regularly demand an individual assessment. Answering such questions of data collaboration is often time-consuming and resource costly. Further, these uncertainties may even nudge researchers not to share, use or reuse data at all. Even with appointed data protection officers and open science agents addressing these problems on an institutional level, a deliberation of each individual situation may not be possible due to time and staff limits. Out of this melange arises a demand for accessible and easily applicable legal information. In the Business, Economic and Related Data initiatives BERD@BW and BERD@NFDI we have been developing an interactive Virtual Assistant (iVA) to address this demand for legal information. iVA helps researchers and data service providers to understand the fundamental data privacy regulations and therefore enables them to evaluate their legal possibilities of data usage. With specific questions and the guidance of well-placed bits of information, iVA leads its users through a decision tree to convey the fundamentals of privacy laws. It enables users to contextualize the remaining uncertainties and provides a basis to facilitate further consultation of experts. iVA connects the theoretical knowledge and the user’s custom interest, which increases the expected learning effects and allows its users to apply the acquired knowledge directly to their own projects. At the INCONECSS Conference, we would like to share how iVA was created as an openly available and self-paced learning module that can be extended to further support data collaboration and FAIR principles.