I'll listen to this later but in terms of successful open source businesses, one that comes to mind is BitWarden (and mainly that comes to mind because I just talked someone into that -- and away from LastPass -- this morning). It's certainly open to question if Freemium is a viable business model but it seems to be working for them. (Does Automattic count as being freemium as well?)

Granted, the fact I can only think of one or two examples does actually make your point more than question it.