As many as possible. If I can have as many saves as I want, then every save is a new save
How could you possibly sort through all those in a game like Skyrim? If that was me I would have literally hundreds of different saves, per character.
You don't really need to sort through them but it's not that hard, just scroll through I guess. I think. I have 834mb of Skyrim saves lol.
But like, how could you possibly make use of that many? Even if you wanted to load up an old save how could you even tell which one you want at a glance? I can't see any reason or benefit to having that many separate saves.
It's just easier to make a new clean save each time. Cuts down on issues that may arise.