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This pop-up comes up once at the start of every session unless you turn off auto save altogether.
This game autosaves before and after story missions, but also after specific actions such as equipping a bandana in free-roam or changing your outfit by accessing your horse's cargo. The latter two being mechanics you'll unlock later on, along with a bunch of other stuff. You can freely fill up all of your manual save slots, the game itself automatically handles the autosave one. If you delete your current autosave it'll generate a new one if you have autosaving enabled and so forth.
It's indeed pretty confusing to keep track of your manual saves! Their titles will automatically change to the name of the last mission you completed before saving. I've played on multiple manual saves in the past, keeping them separate, which means your only clues as to which manual save is the ''right'' one, or the one you want, are its name, percentage and time + date. You'll get used to it eventually and remember which one is which.