RapidMiner was doing something like this a few years ago. https://rapidminer.com/news-posts/rapidminerembracesitscommu... I haven't followed closely but I think they gave up on the complexity and started offering the same product as either AGPLv3 (a hostile license for the kind of customers who pay for software) or commercial license. A straight dual-license model reduces confusion about what is in which edition. If you are going to have an open and a closed product you really have two products, which should ideally have two separate reasons for existing. Just being the old version is not the right kind of difference.