Pheace: Would you re-buy your games on another digital portal? For sake of argument imagine that there would be an alternative site out there which is about equally likable to you as Gog.
For me the answer would be yes.
How many GOG games that you still are going to install and play do you have? Just trying to figure out if it is something like 5, or 150.
If GOG perished and I still have my backups, I would not rebuy them, unless the new digital versions offer some significant advantage over the older GOG versions (like full Win10 compatibility).
If GOG perished and I lost all my backups, I might buy some, possibly pirate others if possible etc. Depends on many factors like how easy the option is, what risks there are, and how much the new service is asking for the games I already own. If they offer all my past GOG games very cheaply, I might buy them again from them, just for the support, online backups etc. (instead of pirating them). Depends.
Pheace: Why? Because over the last decades of gaming I've kept mountains of floppy disks, CD's, DVD's, and I'm tired of it. I'm done keeping things around, and the same goes for installers on my computer. I'm way too chaotic to keep track of that, nor do I have any inclination to spend HD space on something I am not even using right now.
I have no problem at all keeping a backup of GOG games on a couple of USB hard disks. For physical games, I agree it can be quite a PITA to keep track of them and store them somewhere.
Pheace: Personally I'm especially curious about those of you who re-buy their games here, even though you have them on disc. Is there enough difference between owning it on disc and having a drm-free installer without option for redownload for you not to do the same again on another portal?
I don't quite get your point. Are you saying that installing a game from a local installer is more hassle than (re)downloading that same installer from the net, and then installing it?
I don't normally rebuy my CD games from GOG unless I have some serious compatibility problems with the CD version, or the GOG version is dirt cheap, in which case I am basically paying GOG for a non-CD crack and all the released patches in one. The latter is the reason that I've now bought most of the GOG games (from promo discounts mostly).
Having an online backup of my games is not that important to me, if I have a DRM-free installer on my backup HD already. The file on GOG server is merely another backup copy in case I indeed lose my local backup.