Most series-format CoG/HG games have the ability to save games/worldstates after finishing an installment. I don’t know the details of it, but is there a reason that wouldn’t be able to work with what you’re planning? It’d probably be preferable to re-inputting stats each game
I think players would enjoy that a lot, but it would it be too daunting as a writer/coder? How different are each ending that you’re planning that each game will have to start entirely differently to accommodate it? It sounds fun for your audience, but like a good way for you to get burnt out of writing the games. There’s a happy medium between a completely separate ending from the rest and an identical one. I guess it depends on what you mean when you say “every possible ending,” how many possible endings there are and how different each ending would be from another
Taking Evertree Inn as an example of a game that has multiple endings–the story stops at about the same place, but different carry-overs such as what companion you have with you or how you resolved the main conflict make for different endings to the story. Do you mean something like that, or more like the way the first Choice of the Deathless ends–where depending on your choices, your character is in vastly different situations. That game doesn’t have a direct sequel so it doesn’t matter to the writer, but do you mean that sort of variation in endings that you’ll then write into the MC’s situation in the next game?